20Sales: How to Scale a Career While Scaling a Family, Strategies and Specific Tools To Help Maintain Work-Life Balance, What Companies Can Do To Empower Parents To Be Their Best Selves & How to Prevent Parental Leave Being an Inhibitor To Your Career

10 May 2023 · 1 h 6 min

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In short

Podcast Summary: The Twenty Minute VC (20VC) - Episode: 20Sales: How to Scale a Career While Scaling a Family

Overview This special Mother's Day episode of "The Twenty Minute VC" features six accomplished sales leaders who are also mothers, discussing their experiences and strategies for balancing career growth with family responsibilities.

Notable Participants

  • Maggie Hott - GTM Team at OpenAI; former Director of Sales at Webflow and Slack.
  • Stevie Case - CRO at Vanta; previously VP of Mid-Market Sales at Twilio.
  • Renu Gupta - Sales consultant and advisor; former leadership roles at Slack, Thrive, and Dropbox.
  • Lauren Schwartz - VP of Enterprise Sales at Fivetran; previously Senior Director at Segment.
  • Julie Maresca - Head of Global Accounts at Atlassian; former Head of Enterprise Sales at Slack.
  • Jessica Arnold - VP of Global Sales Development at Amplitude; former Senior Director at Dropbox.

Key Discussion Points

Navigating Career and Family Growth

  1. Balancing Act:
  2. The participants share how they manage their careers while raising families, highlighting the importance of intentionality and focus.
  3. Balancing work and family often requires planning and setting expectations, allowing for flexibility.
  1. Work-Life Balance Strategies:
  2. Utilizing tools that help streamline family and work responsibilities (e.g., grocery delivery services).
  3. Emphasizing the importance of mental health and finding personal outlets for stress relief.
  1. Handling Guilt:
  2. Conversations around the guilt working mothers feel when they have to prioritize work or family.
  3. Strategies to approach guilt, including setting clear personal goals and communicating needs with family and employers.

Challenges and Advantages of Motherhood in Sales Leadership

  1. Unique Challenges:
  2. Mothers in sales leadership roles face additional challenges, such as being underrepresented and needing to prove their capability.
  3. Parental leave policies can disproportionately affect women, influencing career progression.
  1. Leveraging Experience:
  2. Many mothers express that their experiences raise empathy and understanding, influencing their leadership style positively.
  3. Sharing personal experiences and building community among working mothers can foster support and inclusivity.

Advocating for Change

  1. Parental Leave Advocacy:
  2. Discussion on how to advocate for better parental leave policies at work.
  3. Importance of equitable leave for both birthing and non-birthing parents to support family dynamics.
  1. Creating Inclusive Work Environments:
  2. Suggestions for companies to normalize parenthood and support working mothers, such as family-friendly events and open discussions about parenting.
  3. Establishing mentorship programs and support groups to foster a community for working parents.

Key Takeaways

  • Belief in Self: Confidence and self-advocacy are critical for mothers in demanding roles.
  • Community Support: Building networks of support among peers can alleviate feelings of isolation and guilt.
  • Flexibility and Understanding: Creating a culture that values work-life balance can lead to happier, more productive teams.
  • Normalization of Parenthood: Making parenting a visible part of workplace culture can help dismantle stereotypes and create a more inclusive environment.

Advice for Aspiring Working Mothers

  • Maggie Hott: Believe in yourself and accept guilt as a normal part of the journey.
  • Lauren Schwartz: Ask for what you need to succeed, setting high expectations for yourself and your team.
  • Jessica Arnold: Have open discussions with partners about career and family goals.
  • Julie Maresca: Choose a company culture that aligns with your values and supports work-life balance.
  • Stevie Case: Don't apologize for your commitments—normalize discussions about family life at work.
  • Renu Gupta: Focus on building a community and seek mentorship from those who understand your journey.

Closing Remarks This episode emphasizes the importance of sharing experiences, advocating for better policies, and supporting one another in the journey of balancing career and motherhood.

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Transcript

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0:00So I always say my mother is the light in every room that she enters, I wouldn't be able to do what I do without her and I think this is so true for so many amazing mothers and so with Mother's Day this weekend I really wanted to commemorate some amazing mothers but also Rockstar sales leaders in this 20 sales show and so today we're joined by an array of incredible sales leaders who also Rockstar mothers they work at firms including OpenAI, Atlassian, Amplitude, Vanter and Five Tran and this is such a special episode But before we move into the show's day, you might remember in our amazing episode with Maggie Hott, she mentioned a tool she could not live without called Pocus.

0:36What is Pocus? Well, Pocus is a revenue data platform that makes it easy for go -to -market teams to analyse, visualise and action data about their prospects and customers without needing engineers. Pocus helps companies like Miro, Webflow, Lume and Superhuman focus their sales and success teams on the highest priority opportunities. By surfacing insights at the right moment, so reps can take action quickly. Pocus gives you a 360 degree view into product usage, empowering you to act on insights and fill your funnel efficiently. Sales teams save 10 plus hours per week, digging through data to surface millions of new revenue opportunities, learn more about why top PLG businesses trust Pocus as their revenue data platform by visiting Pocus .com forward slash demo and sales loft is the leading sales engagement platform, helping sales teams drive more revenue with the modern revenue workspace.

1:29It's the one place sales teams can go to prospect, manage active deals and get the insights they need to coach seller performance, forecast with accuracy and find out what steps to take to close more deals. Some of the world's leading companies like Google, Shopify and Stripe all love a new sales loft and so can you. It's the new way to sell. Find out more at salesloft .com. And finally, finding your next customer is hard, but it really doesn't have to be. Zoom info is the answer, so zoom info handles the full revenue pipeline from marketing to sales, even ops, all based on the number one ranked business data.

2:04It's the single best way for B2B professionals to find their next customer, close their next deal, and streamline their operations. And best of all, it's all in one place so your revenue teams can collaborate easily and close deals faster. Customers include enterprises like Snowflake, Workday Paypal, Dropbox Unilever and thousands of startup and growth companies, 30 ,000 customers and growing. Zoom info is making their go -to -market playbook available for free for anyone's try, so if you want to find out how you can use intent data to target key prospects, or how to revive a stool deal by expanding your buying committee outreach, head on over to zoominfo .com forward slash 20VC to see for yourself and sign up for a free trial of the Zoom info platform.

2:55I am so excited for this, it's been 3 ,000 shows, I've never done a show like this, we have the most incredible lineup of people's day, so we're gonna start with the question, very simply, who are you and what's the best part about being a working mother? Jess, We're gonna go to you first. Who are you and what's the best part? Hi, Jessica Arnold, VP of Amplitude and Sales Development. I am the mom of two kids, six and three. I think the best part about being a working mom is just having an independent life outside of my normal life and that also being able to just show that's okay for my kids and just model that.

3:30Lauren, I'm gonna hand over to you, BestPod and who are you? Yeah, great to see you again, Harry. I'm Lauren Schwartz, VP of Atterpie Sales at 5FAM. I'm Mom of a two year old girl and I think the best part of being a working mother is the empathy It has built in me for working caregivers and the trade -offs that parents need to make and Billy is inspired Lee to build and more conclusive work environment Stevie we said before the show as I said my mother is going to learn gaming after hearing your episode still Wasting but I live in hope over to you best pardon who are you? I love it. You gotta hook me up with your mom.

4:02We'll do a zoom session and I'll get her started. It'll be awesome. Anything she'll love it. Stevie K, some of the chief revenue officer at Vanta. And I'm also single mom to an 18 -year -old daughter. And she is amazing. She's a senior in high school, so I'm definitely at the far end of the parenting spectrum in this group. For me, the best part is really what started as the worst part, which was the forced intentionality and the focus that you have to have as a parent. I was forced to develop it as a single mom when she was very young and now I think it's probably really truly one of superpowers that I've developed because I'm a mom.

4:42We're gonna get into that. That is a great and a meaty topic for the intro. Thanks for just dropping that one in Stevie. Great, your turn. Thanks, Harry. Raina Gupta, I'm currently consulting and advising for multiple early -stage companies. I am a mom of a nine -year -old boy and a five -and -a -half -year -old girl. The best part about being a working mom is showing my son and my daughter what an equal partnership looks like at home when two parents who love their careers but love their children even more. Maggie, it's so good to see you again. We do a message very frequently so you probably had enough of me by now.

5:12But tell me who are you and what's the best part of being a working mom? Hi Harry, great to see you again. I'm Maggie Hott. I recently joined OpenAI and previously before that. It was leading sales over at Webflow and as well as at Slack for just about six and a half years there. So I'm a mom to a one year old and a three year old and the single best part about being a working parent is being an Inspiration to my daughters and really showing them that you can do whatever it is that you put your mind to It's just been really awesome to see how they've adjusted their mindset over the past couple years of their lives And that they have really no fears and go after whatever they want.

5:45Julie your turn best part and who are you? Hi Harry. Hi everyone. So good to be here. I'm Julie Moraska I lead global accounts and strategic verticals on Atlassian. Prior to that, I spent the six years at Slack. A variety of leadership roles. I am a mother of three. I have three boys. I have twins who will be nine and a two -year -old boy who is potty training. So that's fun. The best part of being a working mom, I think, is just inspiring other women who are earlier in their careers and thinking about whether they can do this or not. There's a lot of the women right now that are questioning whether this is possible.

6:24So I love that we're all here talking about how we make it work. I also love that being a boy mom, I'm modeling that working mom is normal and it normalizes that for them. And mom and dad both work and both help out at home. Three boys and then the first, hey honey, it twins. I heard what sales quarters would love Rocky in 2023. three and a half on other than you will get into that. That's fascinating. Well done, Julie. Stevie, we're gonna start with you on a really tough question, which is how we navigated your growing career, while also growing your family. Honest answer to this is very poorly at first.

7:02It was really painful in the early days. My daughter is 18 now. When I had her, I was in product. So I was still in the product side of the house and I made the transition to sales when she was around two. At that point. I got out on the road with her and one year later when she was three, I became a single mom with full custody. So I was navigating trying to be an AE and figure out how to parent this kid at the same time. And it was ugly. Like I have distinct memories of doing a demo while I was driving her to daycare and she was crying in the backseat. I'm trying to explain features and I'm in the driveway Wendy's trying to get her a frost and like muting in between explaining features.

7:40Like it was ugly. I did not have resources at that point in my career. I couldn't outsource stuff. I didn't have a lot of help. And that brings me back to the highlight, which is I was forced to get super focused. So when I was at work, I was 100 % at work. And when I was at home with her, I was 100 % with her. And I used to think about it as almost just looking at the road right under my feet. And I would only focus about two feet out in front of that. That's all I could do. It's gotten a lot easier over time than goodness. Life has definitely become a little bit less complex, but that focus and the intentionality that I bring to both home and work has really continued to serve me well.

8:22Because the truth is, it's going to be an early at times especially when you're ambitious and you're growing your career. There are hard moments and there are no really clean solutions. I think the women on this call navigated much better than I did, but you really just have to manage a day to day and be thoughtful and be in the moment. And if you do that and trust your instincts, ultimately I find that the balance finds you. Julie, how do you think about it? How do you think about that managing that balance and also when to lean in, when to lean out? I do think balance is an ongoing focused effort and you need to be intentional with it because if you're not planning ahead and focused your life or work can definitely tip the scale quite significantly.

9:07So it's a practice and I like to give myself a little leeway. I may not balance every day or balance even a week. This month, maybe I'm traveling for the first two weeks, but I'm going to take off a few days the last two weeks. I try to look at the long view that balance ebbs and flows over time, but I do think planning and setting expectations is really important. and I have a global team. So I don't mind getting on meetings at 8 p .m. My kids are sleeping, but from 5 to 7 or 5 30 to 7 30, I really need to help out with dinner and getting them to bed. So I'll set those expectations up front and I feel that when I'm setting expectations and not having to make game time decisions, I don't have regrets.

9:52If I need to make a game time decision, I'm usually regretting, oh, I wish I could be there for my kids or, oh, I wish I could be there for my team or my boss or my company. And then you're just distracted and not focused about whatever decision you made. So try my best to plan and organize the week and break time out where I am going to step away for myself or my family. Of course, you can't always do that. It's great to have a support system. I have a husband that I can hand off the kids to when I need to and then making sure you find out like what fulfills you and what you enjoy doing. I'm going to choose not to do the yoga class with the team after work, but I will make sure to get one -on -one coffees with those folks and build relationships with them.

10:36But I know for myself that's not on the priority to in what's going to make me successful and fulfilled with my family. Julie, you mentioned kind of a game time decision set. Maggie, if there's anyone who can absolutely crystallize like the plan, I know it's you with strategic thoughts which you've outlined many times before. Tell me, when we think about like, strategies or tools specifically to help maintain that balance, to allow for those game time decisions, what advice would you have there? Yeah, my biggest advice is that nothing is more valuable than your time. So work in life these days, especially with so much of a shift to remote work from home, they're so intertwined.

11:13I think probably most of us on this call work some variety of hours from 7am to 11pm, but this is really flip flopping between work and personal life back and forth, just like how Julie was saying. So there's been two big tips that have worked really well for me that have had to figure out over the last years. The first one again, going back to nothing is more valuable than your time. It's ask for help. It's ask help from your friends, your family, your neighbors, whether that's something of, hey, can you watch the kids for half an hour or asking for help from your partner? It's also if you have the means and are able to afford it, spending some money on things maybe like grocery delivery.

11:50So rather than going and spending spending two hours back and forth in the grocery store, bringing the kids back and forth to it, just have Amazon Prime spend that $9 .99 and get it delivered to your house. And all of a sudden you've got two hours back in your day. Or cleaner, same thing, rather than spending hours cleaning, if you up means to do it, maybe once a month how those cleaners come, and then you all of a sudden start getting hours back. The other strategy has been more of a mental shift for me, candidly. It's realizing that not everything has to be perfect. I think when I became a new mom, I was like, I have to be that perfect mom.

12:22I have to make the cupcakes for that birthday party. I have to have them dressed in all of the greatest things. No, that is not the case whatsoever. The only thing that our kids are going to remember is how much you love them and how you treated them and how you cared about them. So my learning has been go by that store bought cake for my daughters. They have two birthdays within four days of each other. Just go buy that cake and don't spend those hours trying to make everything perfect. Rather spend those hours having dance parties, reading them books, and just spending one on one time with them, and that's gonna mean so much more of them.

12:55I love the way I'm nodding my head like I asked, getting those two hours back for grocery deliveries, I had been like, I haven't been to a grocery shop in years. But I didn't feel your pain, but I sympathise. Lauren, I have to ask, how do you prioritize your mental health and well -being, being the best version of yourself, while also juggling responsibilities both work and then at home? Yeah, it's really hard as the answer. I think it's you have to find your outlet. So for me, it's singing. I love singing. I sing with a group of women, solidly I've been singing for 30 years. We rehearse three hours a week.

13:27And I show up every week, not because I have the free time, but because it feeds my soul. It's really hard to mash the feeling of 15 trouble voices coming together at harmony for me, creating something bigger than what you can do by yourself. So that's my stuper -gurdy investment in my own mental health and well -being, but my advice to working with mothers is find an activity that's just yours. A creative outlet that fills your cup and doesn't require you to take care of anyone else. Even for just three hours a week because we spend the rest of our lives caring for our families, caring for our teams and the only way you can do it is to fill your cup.

14:03Can I ask, do you ever miss it? It's so easy, but I have my gym or I have my this, my singing, and then it's a busy week. Something's missed at work, and all the first thing to go is that outlet. Do you ever miss it and how do you protect against that? My role it requires travel. So I sometimes I'm traveling for a client meeting on a Tuesday, which is how I rehearse. And what we've done to be inclusive to folks who have that kind of time and it's we have a Zoom access to rehearsal. So I can actually listen in while I'm traveling so that I can accomplish both what's expected of me and my job and also continue to work in the music for our coming contacts.

14:37This is like the most productive and efficient singing group I've ever heard. I have like an attendance by zoom if you're traveling. My word, I'm so impressed. I think the art they use is often, there's a lot of guilt tied to whether you're spending time at home with the kids which is great but then you feel like it should be spent at work or the other way around. Jess, I'm intrigued. How do you think about handling the guilt that many mothers have when they have to focus on that career? It's nice that you really shot up an easy question, Harry. Complicated. It's pretty surface. It was teed up for me Jess.

15:09I should be. She let me in the I'll hold you with his fake, right? A little sorry about me. My mom actually launched corporate America and started her own business as a sales trainer and motivational speaker. So my childhood car rides were actually filled with books on tape with seven spiritual laws of Deepak Chopra or Brian Tracy affirmations. But one thing that she actually put in practice with our family was this seven quick question questionnaire that centered around core value identification and goal setting. And so we did this every year as a family. And as an adult, I've continued doing it.

15:44And it's forced me to be intentional on what I want to accomplish that year. And then also knowing what I'm not willing to sacrifice. And so when I became a mom, I had this feeling that I just went from giving 100 % to everything in my life to basically 70 % on a good day. And I hated that feeling. I just felt like nothing was enough and it was just constantly chasing nothing. And so I felt guilty. And so then I started being like, what actually is guilt? I started doing readings on it, trying to see what people are saying about it. And I found out it's an emotion. And it's an emotion that comes from when a person actually believes that they've compromised their own standards of conduct.

16:28And so when I read this, I was like, we do suck. I know my standards of conduct. I have been talking about my standards of conduct my whole life for my mom And it just clicked that because I already knew this I knew that guilt was always gonna slip in like you can't avoid that It's going to be a cloud on some days But I also tried to practice looking at it trying to understand where it was coming from and then choosing to let it pass me But it just roll off my shoulders. It's not perfect. I have great days. I have nuts of great days But I have boiled it down to three things that I take work for me and it's not really unique advice But it's writing down your goals for the year knowing what your five core values are and then sharing them So I share them with my family my husband my support system And I think that sharing that actually makes it real It allows me to be reflective through the years and understand what needs to change and it also gives other people in my network a way to support me or celebrate me if I'm doing something that I want to accomplish.

17:29Someone said earlier that it's important to ask for help. Jess, if you wouldn't give me advice, I'm a young guy with no kids, but I have people in different teams that I have kids. I would hate for them to feel guilt that they are spending time with their children. I love kids and I would be terribly upset if they felt that. How can I try and help alleviate that as much as possible with my team members? What can I say? What can I do to try and make it better for them in that way? But we're all salespeople. I would just get curious. Yes, start doing a discovery call. In all seriousness though, it's asking what they need.

18:01When do you do drop off and pick up? Are you going on any trips? When's your kid spring break? My boss just asked me that recently. When's your kid spring break? Are you taking time off? I hadn't even thought about that. So I think it's just about knowing the people that you're working with and being curious about their lives. We mentioned what leaders can do. In terms of leadership, I do want to talk about the aspect of sales leadership and combining the two. Let's start rainy with you. If we think about the big challenges, but then also the advantages of being a mother and a sales leadership role, what do you think they are?

18:32No, it's a good question, Harry. So look, women are already in minority in sales. Women of color are even a bigger minority. And then if you add on them being a parent, it's even a tiny or percentage. So I see less people that look like me in executive meetings, board meetings, off -site team meetings, and even customers are not expecting to be negotiating deals with someone like me. But I do look at this as a huge advantage, right? I believe that working parents, working moms, were very efficient with our time, and we're very good at qualifying out, which is obviously a huge pro as being a salesperson.

19:06We do honestly need to work a bit harder sometimes to prove what we're capable of, but this usually means that we're more prepared. We respect people's times. We know how to show value, we know how to present value. My hope is that by doing panels like this, or paying it forward to tell other women who are thinking of growing their families or debating whether to stay in sales as a working parent to stay, right? There are many people out there to support you, find your community, find your tribe, be vocal, be transparent. And frankly, if you're working with someone who you don't feel comfortable sharing that you're looking to grow your family or your pregnant because you're worried that you might lose that freight territory or lose that promotion, you're probably working for the wrong person or organization.

19:47totally agree with that. Jess, I'd love your thoughts on this. Challenges, but then also advices of being a mother in a sales leadership role. Similar to what Raina was talking about, I used to feel like I had to assimilate all the time, so I had to speak in different language or figure out what the rules of golf were. Still don't know. I think the masters is going on, but in all theories that like I just always felt like I had to put on this like mask to make sure that I could be with the other mostly male leadership members in the room and it just feels fake. And so when I finally started sharing more about myself and I just found I could share more about my life, people responded really positively.

20:28And I felt like all of a sudden and what was my challenge, which was trying to be this fake person of myself. And I identified that challenge and jeez, and was just like, hey, why don't they just be me? I ended up pretty great. I found that people liked me too. Then I started leaning more into that and understanding, I think Steady actually mentioned this earlier, is what is your superpower? Being different is our superpower. And so being able to lean into that, now we're just not assimilating into a group of people that are all acting a certain way, but because we're different, we can meet people differently.

20:59And I think that's something that I really found to be an advantage. I remember when I first became a VC, I bought a Patagon New Gile, because I was terribly uncomfortable. I still got it. It's like brand new. I've still got it, but it's very strange. We could call it again. Lauren, I want to move to you. We mentioned that kind of challenges and advances being sales leadership. How's your experiences and mother actually influenced how you think about decision -making and style of leadership? Yeah, it's honestly expanded the scope of how I engage with the world because it's forced me to seek to include and understand folks with different experiences, account responsibility that I've worked by parenting, and that truly came from having the experience of being among myself.

21:43A couple of us have said this already, but there aren't a ton of moms leading enterprise sales in tech, for example. So whenever I feel like I'm bringing an underrepresented perspective to the table, I feel frankly emboldened by their women, allies who have fought to make it possible for me for us to have a seat at that table. So you asked about how I think it will influence my leadership style. I try to create paths for folks who don't see anyone who looks like them in their dream job. And so tactically, what that looks is leading groups for women in enterprise Christ sales leadership, seeking out opportunities to mentor folks with diverse backgrounds and doing them like this, participating in a public -stay engagement wherever a canton spread the word that women and moms can and will achieve more than what they've been told as possible.

22:24I think that I'm inspired to do this to drive change for women and mothers and leadership from my own mother, who was the first female VP at work in Stanley when I was born and she was fearless. She even picketed outside her office when her leadership meetings were held at a men's club and so she couldn't attend. And unfortunately I lost her when I was nine years old, but her memory has been such a powerful motivation. For me, and I really try and carry forth that legacy every day as a mother, fighting to raise a daughter in a more inclusive world. I asked one, and I can throw it down a little bit to everyone, but when I think about like how children impact leadership, one thing I think about is feedback and then also goal -setting is such an important part of parenting as well.

23:03How is being a mother impacted how you think about goal -setting and expectation with them. I feel like being a mother and just how incredible mothers are in balancing, making their children feel invincible and maybe at the same time pushing them to places they don't want to go. They know they don't want to eat broccoli, but it's good for them. You have to give that tough love. I feel like those innate sort of qualities of being a mother actually really can be great leadership qualities, especially at Harry and what you're speaking about and giving feedback. If your team knows that you care about them and your people know that you care about them, then everything you say, they know that it's because you really want them to succeed, and it is in their best interest.

23:52I think you have to break down the walls, you have to be vulnerable. People get scared of talking about teams at work being like families. To me, the best performing team I've had, or when they feel like they're family, like you can be so honest with them and be like, look, that was crap, but you are amazing, but you need to do it this way. And also make them know that they can run through walls and they can do it. I do think what we learn instinctually as mothers does get a little bit easier to give that feedback if you really embrace it, like Jessica said, you're being a mom is a super power when it comes to sales leadership.

24:29Oh my mother's an incredible superhuman. Can I ask you a really hard question, which is do you think we're really at a stage so you mentioned that really tough feedback? Do you think we're really at a stage where incredible female self -leaders who are mothers or fathers actually have some fire in me? Your mother's orfars can go to their seniors or like superiors or CEOs and say just I don't feel like I'm on top of it. I feel like I'm at 70 % of my game. Do you feel like we are at a stage yet where we can have that directness with that honesty? I think it's a good question of fair point. I do think we're making progress and I do think that there's probably some that are modeling it a little bit better than others.

25:08Ray knew mentioned if you're not in a place where you have a voice or you can't say what you feel then you're not at the right place. I also believe it's about earning the right. You can earn the right to have those conversations. Maybe you've shown up really well somewhere else and it gives you the platform to say that, hey, I'm not at my best right now. But you do need the rest of the company and the culture to be there and be open to it. And that's why I think it's on us to either choose places that we know really value that or drive that change. But I do agree we probably still have a ways to go.

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25:43I want to touch on some inspirational stories, some anecdotes. Let's bring this to life. Stevie, there's no one better than an amazing story. I loved our episode so much. I wanted to move to you. When we think about inspiring stories or parsley experiences of like overcoming challenges related to balancing my little new career. What's one or two that come to mind feet? Yeah, it's so interesting because Jess really touched on this idea of that feeling of being fake at times and having to put on a mask. I really deeply struggled with that for years when my daughter was younger. I started this sales career and I already felt so completely out of my element.

26:22I had this weird gaming background I honed in all this backstory that I was trying to push as far away as possible. And then not only was I a mom, I was a single mom, and I just was honestly doing everything in my power to hide it. And I would do anything at work. I set no boundaries. If there was like a trip or an opportunity or something coming up, my answer was always yes. I never even hinted that I might have an obligation that could get in the way, because I was so scared of the idea that I had a commitment at home and I was working with all men and I was like it felt so unfamiliar and even though some of them were parents, I just felt like a total outsider, but I doubled down on that myself by pretending it wasn't there.

27:08So if I had to go on a trip and I was single -bomb, I would fly people in from all over the country to watch my daughter.

27:18At one Stay with her and I would never mention these things to the people I worked with. It was so hard and so isolating and so painful to do that. That continued for a long time and I went to Twilio where I was before Vanta and Twilio I started as an enterprise AE and I started on my same thing. I'm going to pretend. But I had this incredible sales leader shout out Alice and Welch who is also now a CRO over at Neo4j. Alice was amazing and she really championed my career there. and the first time she promoted me at Twilio, I had been crushing it as an AE, and she wrote this incredible note. She said, I want to tell more of your story, like about who you are, and she wanted to include in there that I'm a mom, and she just gave me permission.

28:04And from that point forward, everything felt different because I felt seen as a full human. Like Jess said, I embraced it, and I ran with it, and I felt empowered in a very different way. From that point forward, I have never stopped doing that because it actually brings me back to the very beginning of my sales career I had this amazing mentor Matt Golden. He was so hard on me and he taught me so many lessons and the most valuable one was that When you're selling to people you're selling to humans and if you are vulnerable and you show your weaknesses and you show All aspects of your humanity.

28:41You actually give the other person permission to also not be perfect That has stuck with me 20 years on and I think it's what people who aren't parents can do for parents the workplace is be real Just be human and everybody's got commitments be real about what your commitments are be real about not feeling great and in doing that You will give permission to everybody around you to also be real one question Do you think vulnerability is a luxury of being successful? Are you a rock star, CRO, you're a leader of your profession? Is it a luxury of being successful that we can be and it's seen as a strength almost?

29:16Yes, it's a luxury and it's a privilege and I think there are a couple of things I would call out and there one is you never really feel like you've made it. I think you can always look at other people and see oh they've made it more than I've made it or I haven't really made it, I'm still climbing. Part of that is the perception you have of your own success, you can give yourself permission to be more real earlier rather than holding the bar for some like ridiculous accomplishment that you have to achieve before you're able to be real. And I think it's incumbent on those folks who have reached that point in their career and have the luxury and privilege to give everybody around them that permission.

29:55Because you can actually open it up for other people, you can open up an environment where people are allowed to be human to make mistakes and be real. I think that's what leadership really looks like in the workplace now. Like that is the bar for being a great leader. It's not just leading your team to victory. It's doing that and respecting the humanity of the team you've built and allowing them to be real and human. We all have those things. I told my story at Vanity Fair this year. I had a lot of those things and we're not alone and the more you say it, you give other people permission. So that's where I try to focus now is just creating a safe space around me for people to be human.

30:35I view it as supporting the economy. My therapist has unwavering demands on his time. I'm really a net additive to GDP. Maggie, I want to move to you on an inspirational story. What's the first that comes to mind? Yeah, first off, Stevie, thank you for always just being so real. There's like fewer people I know that are just more real and out there than Stevie. And I believe as others and really anyone, we have a duty for those out there to set this kind of standard and set the stage of how we want to show up. And we're going to be setting this mirror and those who potentially look up to us or all of us are leading orgs are going to mirror what it is that we're putting out there and we're going to show that it is okay to act and behave and share these stories.

31:16So thank you Stevie for always being so open and honest. Yeah, working parents are just some of the toughest that are out there. And I think it's really important for me to never hide that I'm a parent. So obviously I realize it's coming from a place of privilege, but for my teens, I want them to know that I am a working parent. I am a working mother when I am pregnant that I'm not having the best days and sometimes I just need to cancel that meeting or go off camera and actually speaking of being pregnant, one of the biggest things that happened in my career was actually when I was eight and a half months pregnant.

31:45There was a role that opened up at Slack for an enterprise leader and at that point in time I was a senior manager of Midmarket and there was this new role to help lead enterprise for our West Coast team. And I thought there's absolutely no way I should put my hand up for this role because I'm literally eight and a half months pregnant. I can't hide this or whatsoever that I'm about to give birth. And who's going to want someone who's going to get the role and then go out on leave for the next five months? And I actually had two male allies, our VP of sales as well as our head of enterprise encouraged me to go for the role.

32:18In addition to many others within the company, but that was something they really stood out is that they told me the company is invested in this person in a long term. This isn't something that we're just thinking about short term, three months, five months. It's really important that we get the right leader in place. You should absolutely go for the role. So I decided to put my hand up for it. I went for it. Again, literally interviewed eight and a half months pregnant. I stood in the entire interview. I was so uncomfortable, but I felt like I had to stand and be there. And I really celebrated that I had been pregnant while also leading very successful teams in the past.

32:50and why I was the right person for this. I ultimately ended up getting the job and I can very confidently say my career would not be where it is today if I hadn't gone for this job and if I hadn't gotten that job and I was so close to just not going for it because I was in my own head. And so that's really my story there and some encouragement for anyone who's listening is to don't be afraid to go for something. Don't feel that like sense of shame or sense of guilt or sense of not being good enough because you are a working parent or a working mother or pregnant or planning a family that you should just really just go for it and see what happens.

33:24Maggie, I love that story in terms of just going for it and I didn't actually know that but also eight and a half months pregnant going for a role. You go, that's fucking awesome. But you wanted to ask that because you mentioned that the time off afterwards, I think I'll see your opinions and particularly the Swedes in terms of parental leave. How do we think about parental leave specifically? How have you navigated this because it is a challenging topic also knowing that you're inevitably behind you to, I feel bad saying it, but like your career being on pause, whatever analysis does progress.

33:52So career pause, I think sadly can be a very real thing. You essentially step out of the business for four to six months and the business is still moving forward without you. And that's why I actually think, and this is a bit counter -intuitive, but it's so important for companies to have equitable parental leave for both parents for the birthing parent and the non -birthing parent. So it shouldn't just be the female that is getting the bulk of the print to leave. And you know, typically the male or the other partner, it really needs to be both need to have pretty darn near equitable leave. Because if you don't do that, it actually puts women at a disadvantage, both financially, as well as in their career, if they're taking far longer than their non -birthday encounter parts.

34:33And this is going to happen multiple times if they have multiple kids. So in my case, I've now gone out and leave twice in the last few years. And then When speaking on the home front, studies show that with a non -birth and parent or a partner's increased involvement in baby care, it can mitigate maternal postpartum depression. And actually, one in seven women get postpartum depression, which is something that is not talked about enough publicly and enough out there. It can be really hard to come back to work and to focus on your career if you're also battling postpartum depression at the same time.

35:04So if you're now able, if this, if your company is able to increase the leave for the other parent, it's going to be associated to greater relationships stability. And this is actually largely because when partners take leave, it's going to signal a greater investment in family life. So it's going to reduce the burden on mothers. It's going to strengthen the parental relationships. It's really less about dividing those household tasks and it's more about providing emotional support and being present during those early months. I think all of us on the call can attest those early months of a baby's life are some of the hardest most hiring most challenging You're trying to heal from a major life event your body is just completely Organized itself some of us have had major huge abdominal surgeries to get these kids out And it's really important for that other Partner to be present during those earlier months and then that's actually in turn gonna help the birthing parent or the birthing mother get back into the swing of things with their career because they've now had this support over the last few months.

36:03Whereas there's so many companies out there that think about this in kind of the old traditional way I was actually just speaking to an investor at different from recently where they told me that in their firm the male gets two weeks, whereas the female gets a ton of time but that's actually not setting that female up for success to have a very good entry into the first few months of their child's life. I just have to ask these questions, should we force them men to have the same time off? Like, you could put it in place, but like, respectfully have probably want to give out to work as soon as possible.

36:34Should we force it? Because it is important for so many different reasons. I believe so, but I think that also comes to making sure that men are also paid, that you're getting part of the problem with America is there's no set parental leave policy. We actually have one of the worst policies in the entire world. the most countries out there have far better leave policies than we do because we have pretty much zero guaranteed time And so by doing that in addition to potentially forcing or requiring for the partner Strongly strongly encouraging the partner to take the time off But it's also making sure that they're not going to be missing out on compensation when they are on that time And sadly a lot of policies are out there is like a job will be guaranteed But you won't be getting the full pay for it So we also need to make sure there's the other policies that are out there to help support the non -birth and parent to go on Lauren, I'm intrigued.

37:19How did you think about this kind of potential career pause and not aspect of parental leave? Yeah, I think it's critical what Maggie just said at the end there, the non -briving parent and the bricking parent, right? We want to expand the scope of policy design to any type of family unit that's bringing a child into the world. I didn't think of it about as putting my career on haze. Really, what I thought was how do I continue the momentum while I'm out? So for me, it was critical to invite Well, it's on a team to step up for a opportunity for them to step up, but leaders in place who can keep the momentum going and really that requires setting clear expectations for what will be accomplished before you get back.

37:57So that's a lot of work. And now I don't want to make light of it because you really have to take responsibility to make sure while leaders on leave helping a team be successful and what are the expectations and what I have a accountability are you going to put in place because the business continues whether you're there or not. So it's your choice. whether you want to put a blue current in place to ensure team has a need while you're investing your energy into keeping a tiny human life. Because is it tough to be fully out? And what I mean by that is it's so easy to just pop on Slack or pop on email just quickly.

38:30It was just half an hour a day, but then you're getting in your about and it's tough for your team then and is that rider is that wrong? How do you think about that? Like fully in, fully out, checking in, not checking in. What's the right answer there? For me, I really tried to honor the fact that it was a once in a lifetime or multiple times ending on your family structure, but to experience that time with my newborn and really just expand the scope of what life means. And every time I thought about it without level of gravity, it was really easy for me to say this luck and wait, or empower someone else on the team to make a decision.

39:05Ideally, what I've done is create a team that can fashion and ramb since. Yes, of course, always come to an occasion. We'll reach out sometimes. And that's really hard to create that boundary. But for me, it was setting up times where I was like, OK, I'm going to devote this hour to thinking about what's going on in the business. And then after that, I'm going to sign off. No guilt. I signed myself a schedule. I'm following the schedule. And I'm going to refocus on this again. I'm really magical once in a lifetime. Exhausting experience. You clearly never saw cheaper by the dozen. but I'm sure that I managed to get in a plug for Slack, that a Maggie you should be so proud of me.

39:42I mentioned Maggie, the America's worst parental leave policy. Sometimes I think funny things, and then realize I probably shouldn't say them. But tell me, how can you advocate for parental leave if the existing policy isn't up to Paulate? What can we actually do to change things? Yeah, absolutely. Great question. I think about it in a kind of four -step structure framework. So first, I'll start off with the number one thing that's important to do is to educate your company. And I've found that oftentimes policies just haven't been formed. They're outdated. They haven't been reviewed in years.

40:11It wasn't actually a bunch of folks up at the top being like, let's make really bad policies. It was just something that maybe was never worked on or maybe was really never thought through. So it took great time to really come together and all walking through the steps, but to really educate those at the top who are the key decision makers on why it matters to go change these policies. So the first thing that you should really think about doing is pull together data and research of comparable companies and comparable companies within your industries. If we are web flow, who are the maybe top -defect friend company that we need to compare ourselves to, is we think about top -town, and then really go and look at what are their policies, how are they treating this?

40:52Is there anything that we can learn from them? The second thing that's really important to do is to meet with leaders and peers from the company. Ideally, parents or people who want to be parents or people who are really like allies to families. So really get together a group form a group of people to advocate for change in parental leave policy together and work on gathering that data across your network. The third thing then to do and we actually a group of us right here on this call, we did this at Slack where we found an ally and a sponsor who was willing to champion this discussion at the executive level.

41:26So really you've got this whole group of people who some are more junior in their career, some are more senior, but it's really important to have this executive that's gonna be the sponsor for this. So work with them and take these findings to the executive team and have a productive conversation. That's actually one of the most key things here is don't go in combative, don't go in blaming, don't go in telling them what they need to do, but be very clear in your asks and your education of what a good parental leave policy should look like. And then finally, be a bit selfish and advocate for yourself and don't be ashamed and don't feel any guilt.

42:02Sales in particular has a ton of nuances on parental leave, I think probably more so than any other role that's out there because you're thinking about things like your quota, your book of business, who's going to cover your accounts when you're out? What happens if an opportunity closes when you're out that you've been working on for years or what happens if an opportunity starts in one of your accounts? And now all of a sudden you've come back, do you take it? Does the former rep take it? So there's a lot of nuances within sales that are really important to think through with your leader and with the sales leadership team.

42:33So make those asks, make the asks for things like a ramped quota when you're coming back into work, make the asks for protection over your accounts or deals that might close when you're out. And all honestly one of the most important things that you can do is ensure that you have an adequate lead coverage plan. Very similar to what Lauren was saying, when I went out on my last leave, I put together this behemoth of a coverage plan. and I made it very clear of here's when I want to be contacted and here's when I don't want to be contacted. Key hyarings, final round interviews, firings, terminations, I made it like very black and white of here's what my needs are and here's when I expect to still be brought in and then even different cycles.

43:11First month, I don't want to be talked to at all, months two and three totally okay to reach out to me. So I would also say for I see's for sales reps for really anyone, be very clear with what your asks are and what your needs are for when you go at them. You mentioned this like got your elements there and those intricacies Lauren I'd love to hear your thoughts on this. Yeah I'll just share my story I was pregnant when I started it by tram and I'd done the high level due diligence of confirming that there wasn't fat differential leave plan at all at this tech startup that seemed like a market of proofread length of time and that was frankly about as much as I was willing to ask about as a candidate as gentle as subjects to brief and out yet employed.

43:50And when I arrived, it actually turned out that you can only qualify for parental leave if you had been an employee for nine months, which was physically impossible for me given I was to you seven months into the new gig and actually California doesn't guarantee job perfection to you've been in see for 12 months, although that tenure Flippes seemed outrageous to me. It was actually a step up from what's been provided to us that a government. So there are a few other gothies in there that just needed to be revisited. So I followed a lot of the stuff that Maggie do not land to rewrite the policy.

44:21In particular, what I think was most effective in my approach was that we focused on their DEI implications of the policy. So if you're as a business committed to recruiting diverse top talent, you have to be able to hire that talent regardless of where they are in their family planning journey itself. It makes the decision for the business more about online and with our values as a company and less about the tiki taku start date qualification minutia. And Maggie also mentioned on the sales side that it's pretty unique another thing to look out for in front of leaf policies is whether they pay you commission while you're out.

44:52So in sales, we're in someone of a unique position because so much of our income is variable, but it's totally reasonable to advocate that just like any other role, a salesperson should be paid hour on harder earrings, which includes variable while we're on lead. It's the only way to prevent penalizing burping parents or taking leaves that they visit them require. Is that internal politics around the commissions? As you said, if it starts when you're away and you close it or you start it and then it closes when you're away, is that politics? I haven't actually ever thought about the kind of internal politics and dynamics between bluntly the cash cycle and who gets it.

45:27Absolutely. And there are nuances to it. Every deal is structured a little differently and also depends on the company. When I was at Google, there was a double -con policy. So everyone wins and everyone's incentivized around the same thing. When you're at a startup test looking for profitable growth, that's not always an option. So you start to get creative, developing splits and creating the most equitable opportunity that ultimately keeps the customer at the forefront of the experience so that we're all making our problem their problem. He mentioned some tough elements there and they're actually finding the community of people we can talk to.

46:02Rainier, I'd love to speak to you about this, which is like, how can we think about speaking up effectively and getting help? Versus bluntly, sitting with all of the stress and struggles on our own, how do we do that effectively? Yeah, absolutely. I know Julian Lorne and the team covered this earlier as well. So my oldest is nine, who's born in 2014. His name is Roman, and nine years ago, as you can imagine, and being in office was the trend. And when you leave the floor of the office, you're sitting in. Everyone can see you. It's very visible. And from the last nine years, I've been the parent.

46:32You got to pick up their child at least 50 % of the time. And so this meant I would take my laptop in my bag and leave the sales floor by sometimes as early as four, even for 30, depending on where he was and daycare or preschool or with our nanny. But honestly, I'd never felt guilty. And trust me, leaving the sales floor at 4 4 30 is there's this is when some of the folks that don't have kids there there's really good energy there's deals being closed and of quarter you can imagine what's like at this time and I sat right next to our VP of sales at Slack for three years and he would see me that today's I was in charge picking up my kids he would see me get up at 4 4 30 always with have a good day Ray knew awesome day today or whatever it was and that helped me not feel guilty that gave me the permission because he knew my family was a non -negotiable.

47:21I wanted to be there for pickup, I wanted to be there for the optical activities, I wanted to be there for the 9 a .m. first swim lessons that Roman had in a pool that was across the city and my team, people that I poured into, the people that I poured into me, always knew that this was something that was very important to me. How can you speak out? As a leader, know what your teams non -negotiables are. Ask them. DeCurious, Jess said, give them the permission they need to go to their kids first swim lessons or their spring musical that's always like at 1 p .m. where the parent to your coffees are always at 10 a .m.

47:54right? Make sure that you as a leader know what's important to your team and support them. And if you're not a leader, let your leader know what your boundaries are, what your priorities are, what your non -negotiables are, and don't be afraid to tell them that you want to be at your child's swim lesson or at pick up every day. And love that in terms of sitting nice to VP of cells and him encouraging you and being supportive in that way. That's awesome to hear. It's lovely to have that support. And when I think about that, I think about kind of mentorship. And Lauren, if anything, about how mentorship or support from others is really impacted.

48:23Well, journey is a working mother. There are some points which really essential for you. Yeah, I think it's critical to get creative and building your personal board of directors. I'm part of an incredible women's circle made up above their alumni from Stanford business bold that span from their ferdens to their 70s. And so there's something really magical about sharing the ups and downs that you're carrying with the multi -generational sport group. And anyone can build a board like this. In fact, you're looking at another one. This is my go -to group of sail leaders. Whenever I'm facing a challenge at work or thinking about a career transition or want to celebrate something, we do this daily and it's really important.

49:00but you have to take responsibility for designing that personal water dressers. It's not something that's going to be handed to you. So that spanned outside of your how many outside of your industry and other cases. And for me, when I started at my current company, I mentioned I was pregnant and my boss, Cory Boss, and the bad of higher beaches, but yeah, was really inclusive. And a lot of people think that this type of membership would traditionally come from women, but I just want to call out meant to be in credible allies and advocates. When Jim gave me my verbal offer, I said, what's a need to think critically about hiring me for a BPSA school during a season of my life, in which I'm working on growing a family.

49:38And he leaned right in not only underscoring the company's whole person values, but also when it was time for me to go out on leave, he spoke publicly about his senior revenue leader going on for him to leave and set the tone not only is a tolerable, but it's celebrated. Jones of Us 1, which is, I said to someone the other day and the team, I have no idea what it's like being a parent, but I just want you to know that you can tell me whatever you need, you can come to me with anything, and it's okay. We'll figure it out together. Is that lazy of me because I didn't take the time to really speak to lots of parents and figure out what it is?

50:10Or is that actually okay of me because I was giving them the room and the space to be what they needed to be? I think so on earlier on the call said this well, which is be curious. Just the open minded of people's different experience, whether they have responsibility that side of work I'd include parenting or include caring for an elder in their lives or what have you. So I think it's a great approach to be open -minded and create a space for people to be as D said vulnerable and sauce. Yeah, I was worried. Mario, Raina and Judy, you have the mentor commonality of Kevin Egan, who I actually spoke to for this wonderful man Made a great chat, but I'd love to hear how was that impactful in terms of how you think about really your journey as a working mother?

50:51I'm happy to start. I still work for Kevin. I think it's just having a great mentor empowers you to be who you are. It opens the door for you to to work freely, live freely. And what Raino said, like, we have to demystify that being flexible and being successful are not mutually exclusive. They can happen at the same time. And at the end of the day, your work will speak for itself. And that's how Kevin was. Like, it didn't matter how you get the work done, but it's that, do the work. And I find that when we give people the avenues to get their work done and work in the way that best suits them, but we see people at their best.

51:36And I think Kevin was a great leader and is a great leader in showing that way. The worst thing is when you have to go through your day and your career feeling guilt and having things sit on top of you when you are trying to do your job. I think having a mentor that recognizes that early on is critical and recognizes that we need people to show up as their best selves. So if it means altering how we lead or our expectations or time commitments, then at the end of the day, we all want to be successful. So the sooner we can get to that mindset, the more successful and happy you will be and your teams will be.

52:15Jess, who's been really impactful for you and your career and enabling that feeling from you? Before we went out, I'll leave the first time. We had a plot of this big reorg and I was reporting intramly to our global VP of Revenue, the Thomas Hansen. And I didn't really know him that well. But I always think about this Maya Angel, who quote, which is, people won't remember what you said or what you did, but they'll always remember how you make them feel. I was a random afternoon. I was walking down the hall and he stopped me and he was so excited for me. And he was just like, I, we're gonna go out and leave.

52:50He encouraged me to take the entire time. It was like this is the most, one of the most important times in your life and I just want you to be able to spend that time with your family. You now have to stop and tell me that. He made me feel so confident in being able to do what I needed to do for my family and for me and I'll never forget that feeling. And maybe for him, he doesn't even necessarily remember it. Although I work with him now in amplitude and I, we, I'm measuring it over this story. I just think work now, especially after COVID, It's blended with life and so it's not yes, we're all sales leaders so the number matters But it's also about making people feel the way you make them feel and if you're not doing that then I don't think you're doing the right thing So funny I said that my angelu quote to one of our interns here with me in my fund and I tried to pass it off as my own quotes And then they told me that they were an English student and that it was my or angelus and I told them that's venture capital We packaged other people's knowledge in Sada Lazarus And so that's less than one neck didn't go down so well.

53:48Anyway, Stevie, who is your shining rice in terms of this mental? I have been so lucky on this front. Magaldin was the first I would have never been in sales without his willingness to take me on and teach me how to sell. But really the transformative moment for me was at Twilio. And Alice and Welch was a big part of that. But it was also that I had an entire reporting chain that included all parents. So Allison reported to the CRO Mark Borodetski. He had kids. He talked about the very openly. George who or COO had kids Jeff lost in the CEO would talk about his kids. So there was this real commitment to talking about family and that just became part of the practice.

54:31And here you asked if that question you had asked in opening the door for your team was okay. And the answer is absolutely, but the key is turning it into a practice. And that's what happened with all those leaders for me at Twilio's. It was just part of the daily everything was just like, oh, I'm picking up my kids now. Or I'm taking off next week to go skiing with my daughter or just celebrating life moments. And Erie, you may not realize this, but the way you include your mom in your story, the way you talk about your mom, it actually gives parents more comfort and permission to talk about their kids because it's this little signal.

55:10And we were talking earlier about that luxury or the privilege of being vulnerable. When you're early in career, you're looking for these signals and the people you work with to see is it safe. Can I talk about this? Is it okay? And by talking about your mom, you make it more safe. It doesn't, you don't have to be a parent to create that environment of safety. And that's what those folks did for me at Twilio all the way on down from the CEO. And that's part of what made it feel so safe to be real. At so kind of you, I just hosted my AGM for my LPs and my Fung, then we have the biggest institutions in the world.

55:43My mother organized everything. She was there for everything. CIOs is the biggest endowments in the world. She smauched it. Mind you, tell me, in terms of actually getting granular and improving situations. How can we create a more inclusive and supportive environment for working mothers in sales leadership roles? So I think similar to whatever and said is to normalize having children back in the day It wasn't normal for children to be around to be talked about my mother -in -law was lieutenant governor of Colorado And she went back to work. They know something like two weeks after having both of her sons It just wasn't a normal thing back then and we're so fortunate to be in a day and age now We're it's perfectly acceptable to be a working parent and to be a mother and to have a career So first off, it's to normalize it.

56:29And some really easy ways to do it is bring your kids on calls. If your kids are running around in the background, pop them onto a call and have them say hi. Honestly, everyone's gonna love it. Because it's so fun and it breaks things up. Be honest when your kids are sick or when they have their pre -school or their daycare or their school is closed. Don't try to hide it, say, hey, there might be a visitor. It's gonna jump in to our call or have them over in the background. Your companies and teams again are gonna look up and mirror what you do. And then the other thing you can do is create resources and support and affinity groups.

57:00So something that we had it slack that I then brought over to Webflow and created was a pregnancy support channel. And this is where people who are trying to get pregnant are pregnant. New moms, really anyone who has been on their pregnancy journey and wants to help support can jump in there. And this has always been one of my favorite channels because you can ask any real and raw question and get all the advice in the world pretty much from people who have done it before. Something that we also had at Slack that I absolutely loved is every month, earlier days, we would bring in a leader from whether it's the sales team or across the company or maybe even one of our investors or someone in our network that would come in and talk to us about their career journeys.

57:39And again, inevitably in their kind of career and family life journeys, things like kids and being a parent are going to come up. So really being open to sharing these things. Other things too that I've seen for in -office type cultures, family days at work, bring your kids in, we still have a Halloween party every year. All the families and all the kids would come and it just continues to normalize, oh my CEO has kids, my COO has kids, my Sierra has kids and here's that person's family which just brings it to a different level or if you're a virtual type company and many of us are, I've seen companies do virtual family events really well so like a magician come in and then everyone brings their families around the screen for an hour.

58:16So there's just a lot of things that you can do that don't necessarily cost a lot of money and can be free. All these different affinity groups, advice groups, support groups, journey sharing can really go a long ways to really normalize having a family within a company. I have a magician comes in. I think that's called a head of sales in 2023, Mackie, but it's sure. You just have to ask final one before we do a quick fire on advice. I made it like mandatory that we're all back in office again. I just think we're so much more productive in office. We're all in London anyway, but it's that bad of me.

58:46And his remote just so much better in terms of being the best in this balance. It's going to be different to every single company. I just went from Webflow, which is fully remote. And now to OpenAI, which is more of a hybrid model. So it's going to be every company is going to have its different choices. The one thing I wouldn't say though is still always remembered to be flexible while in office maybe a requirement. Again, doctors, preschool, or different school events, or outing soccer games, parent teacher conferences in a remote world. It is so much easier to just slip off and go do those things in a in office world, it's really hard to do that.

59:21So just continue to normalize that. The expectation is that you are in office when you can be in office, but if you need to miss being in office for some other reason, family event, sick event, whatever it might be, it is totally okay. Alright, we're gonna do a quick fight. So we're gonna do a quick fight on advice, which is like a short snippet of wisdom from each. And I'm gonna direct the conversation here. So what advice would you give to other mothers who are considering a career in sales leadership or other demanding roles. Maggie, let's start with you. What advice? Absolutely. It's believe in yourself.

59:52So have the confidence in the swagger and your ability to have a career and be a great parent and a great partner and a great friend. It's inevitable that you are going to feel guilt. We've talked about guilt a lot throughout this, but it is a very real thing. I felt guilt so many different times. So it's inevitable that you're going to feel it, but you also need to accept this guilt as normal and normalize it and move on. Lauren, what do you think? What's the advice? Yeah, my advice is to earn the right to ask for what you need to be successful. And if that's a more flexible travel schedule or a milk store service by all the road, ask for it and set the bar high for yourself and for your team for what success looks like on your terms because you can't already with the results.

1:00:35But ask for that that you need. Don't kind of do it alone. Jess, what's your advice? She's the right partner. I think being able to have the conversation before family around how you envision your career and where you want to go and what you want to do and what you want to accomplish and making sure that your presence on board and you should be on board with what your partner wants to do and just envisioning life after kids and how you're going to deal with it together. Yeah, sadly, bumble premiums not paying off for me. Julie, your turn. What advice do we have? I was completely distracted. That was great advice.

1:01:05They're by the way, pick your barn. There's absolutely a brilliant beat. There is Warren Buffett's biggest piece of advice to you. Julie, what advice do you have? Yeah, I think it's also pick your company. At the end of the day, you want to be so excited to go to work and so excited to go home. And if you know that you're coming into so time in your life or work where you have to make decisions and make compromises, you wanna make sure you love what you do. And I've been through many careers, made many mistakes. At the end of the day, you're spending so much time with these people. Make sure you love who you work with.

1:01:36Make sure you love the culture. I mean, sure the journey is one that you can embrace. And then the sacrifices or the guilt, it feels a lot more manageable. Stevie, your turn. Hit me with some wisdom. Come on, what advice? Oh my gosh, mine is don't apologize for yourself because you're always gonna have other commitments, things you need to leave for your child is gonna show up on camera during Zoom calls. It's gonna happen. You really do not need to apologize for that. part of normalizing it is just acknowledging it and moving forward without acting like the other person is doing you a favor by accepting it, they're not.

1:02:15It's just normal. So let go with the apologies and just embrace that everyone has commitments and that it's okay. I ran a final one wisdom. What advice do you have? Go for it. I tell my team that's a lot. Put your head down and just do good work. Sales with a numbers dashboard game. Let the numbers speak for themselves and to find your tribe right find your tribe. There's no coincidence that we're all on the same panel together. This is my tribe. This is who I go to for career advice, for mom advice, for life advice. Your tribe is out there. Go find them, go find your community and you'll be surprised about how many people want to support you on your journey.

1:02:50I absolutely love that. This has been so much fun. I feel like I've been ingratiated into this type tribe, which you're probably barely having as not a sail leader, not a parent and as a young single guy, But I'm gonna take that moment anyway, I can't thank you enough for welcoming me into your drive for an hour This has been so much fun and I've actually learned a huge amount bluntly, so I so appreciate it and this has been wonderful What a fantastic and fun show that was to I'm so proud to have done that show to commemorate the amazing mothers all around the world We could not do it without you and we so appreciate you But before we leave you today you might remember in our amazing episode with Maggie hot she mentioned a tool she could not live without called Pocus.

1:03:31What is Pocus? Pocus is a revenue data platform that makes it easy for go -to -market teams to analyse, visualise and action data about their prospects and customers without needing engineers. Pocus helps companies like Miro, Wedflow, Lume and Superhuman focus their sales and success teams on the highest priority opportunities by surfacing insights at the right moment so reps can take action quickly. Pocus gives you a 360 degree view into product usage, empowering you to act on in size and fill your funnel efficiently. Sales teams save 10 plus hours per week, digging through data to surface millions of new revenue opportunities, learn more about why top PLG businesses trust Pocus as their revenue data platform by visiting Pocus .com forward slash demo, and sales off is the leading sales engagement platform, helping sales teams drive more revenue with the modern revenue workspace.

1:04:24It's the one place sales teams can go to Prosperate, manage active deals and get the insights they need to coach seller performance, forecast with accuracy, and find out what steps to take to close more deals. Some of the world's leading companies like Google, Shopify and Stripe all love a new sales loft and so can you. It's the new way to sell. Find out more at salesloft .com. And finally, finding your next customer is hard but it really doesn't have to be. Zoom info is the answer so zoom info handles the full revenue pipeline from marketing to sales, even ops, all based on the number one ranked business data.

1:04:59It's a single best way for B2B professionals to find their next customer, close their next deal and streamline their operations and best of all, it's all in one place so your revenue teams can collaborate easily and close deals faster. Customers include enterprises like Snowflake, work day pay, pal drop box, unilever and thousands of startup and growth companies. 30 ,000 customers in growing. Zoom info is making their go -to -market playbook available for free for anyone's try, so if you want to find out how you can use intent data to target key prospects or how to revive a stool deal by expanding your buying committee outreach, head on over to zoominfo .com forward slash 20VC to see for yourself and sign up for a free trial of the Zoom info platform.

1:05:43Now we have an amazing episode coming few on Friday with clam at hugging face so stay tuned for a cracker there.

From the publisher

Today's 20Sales is a special Mother's Day edition where we are joined by 6 of the best sales leaders who also happen to be rockstar mothers.

The Profiles

Maggie Hott is on the GTM Team (Go-To-Market) at OpenAI. Before OpenAI, Maggie was Director of Sales @ Webflow and before Webflow spent an incredible 6 years at Slack.

Stevie Case is the CRO @ Vanta. Prior to Vanta, Stevie spent an immensely successful 6 years at Twilio as VP of Mid-Market Sales.

Renu Gupta is an advisor and sales consultant to some of the fastest-growing SaaS companies today. Previously she has held sales leadership roles at Slack, Thrive and Dropbox.

Lauren Schwartz is the VP Enterprise Sales @ Fivetran. Before Fivetran, Lauren spent 4 years at Segment as Senior Director of Enterprise Sales leading to their acquisition by Twilio.

Julie Maresca is the Head of Global Accounts at Atlassian. Prior to Atlassian, Julie spent an immensely successful 6 years at Slack in numerous roles including Head of Enterprise Sales for North America.

Jessica Arnold is the VP of Global Sales Development @ Amplitude. Before Amplitude, Jessica was the Senior Director for Inside Sales North America at Dropbox for close to 6 years.

In Today's 20Sales Mothers Day Episode We Discuss:

1.) How have you navigated growing in your career at the same time, growing your family?

2.) How do you balance your career and being a mother - when do you lean in and out?

3.) What are some specific strategies or tools that have helped you maintain a work-life balance? 

4.) How do you prioritize your mental health and wellbeing while juggling your responsibilities at work and at home?

5.) How do you handle the guilt that many working mothers experience when they have to focus on their career?

6.) What are the unique challenges and advantages of being a mother in a sales leadership role?

7.) How has your experience as a mother influenced your leadership style and decision-making?

8.) How have you navigated going out on maternity leave without it having an impact on your career?

9.) America has one of the worst parental leaves of any country in the world. How can you advocate for parental leave if the existing policy isn’t up to par?

10.) What are some ways that companies can create a more inclusive and supportive environment for working mothers in sales leadership roles?

More from The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

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20Sales: How to Scale a Career While Scaling a Family, Strategies and Specific Tools To Help Maintain Work-Life Balance, What Companies Can Do To Empower Parents To Be Their Best Selves & How to Prevent Parental Leave Being an Inhibitor To Your CareerThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · 1 h 6 min
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