First Woman to Climb the 7 Second Summits ft. Jenn Drummond | Coffeez with Joe Shalaby

17 Apr 2026 · 37 min · 19 chapters

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In short

Jenn Drummond discusses her journey from a near-fatal semi-truck accident and fear of driving to becoming the first woman to climb all the “Second Summits” (second-highest peaks on each of the seven continents), plus how she builds confidence, manages fear, and teaches her kids to embrace adversity. She also shares her approach to entrepreneurship (taking “a dance with risk,” building early wins, treating failure as data) and her philosophy of success as significance and sustainability.

Guest background

Jenn Drummond is a Guinness World Record holder, mom of seven (oldest 18; twins 12; youngest 12), public speaker, multi-bestselling author, and podcaster. She’s working on additional Guinness records.

Key claims

Fear is trained via exposure; success should be sustainable and help others; perspective shifts can make hardship feel fun; entrepreneurs should build momentum with early wins and iterate from failure.

Notable examples

driving after her accident by “doing it scared,” climbing Ama Dablam (favorite) and Ojos del Salado (miserable sand/monotony), training fear of heights on a climbing wall, and taking older kids to Kilimanjaro with no cell service.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Morning Routine Insights

0:45 to 2:15

Jenn shares her unique approach to setting up her mornings.

“And, you know, you have such an exuberance about you.”

Overcoming Adversity: The Car Accident

2:15 to 4:30

Jenn discusses her near-death experience and the mental challenges she faced afterward.

“But I just remember the car being totaled.”

Climbing Mountains: A Journey of Growth

4:30 to 6:30

Discussion on how Jenn transitioned from fear to climbing mountains.

“And now I can drive and not think twice.”

The Beauty and Challenges of Climbing

6:30 to 9:00

Jenn shares her experiences climbing various mountains, highlighting both challenges and beauty.

“I'm just dealing with sand, wind, and monotony the entire climb.”

Embracing Failure as Feedback

9:00 to 11:30

Jenn talks about her perspective on failure and its role in entrepreneurship.

“my list of life, I wanted to get my pilot's license.”

Legacy and Future Goals

11:30 to 13:30

Discussion on Jenn's legacy, her children, and upcoming climbing goals.

“america and then there's one in russia called alberis which i'll do once it's safe enough to travel there now um what's your next big idea right now my next big idea i'm playing with ideas right now.”

Conquering Fear and Success

13:30 to 14:03

Jenn reflects on how she manages fear and her evolving definition of success.

Redefining Success Beyond Achievement

14:03 to 15:47

Explore how success evolves from personal achievements to helping others.

“So it's like, how do I learn it in this arena or that arena?”

Insights on Parenting Seven Kids

15:49 to 19:13

Jenn shares her experiences of raising seven kids and the parenting challenges she faces.

“It's a choice you have to make every single day.”

Lessons from Climbing Kilimanjaro with Kids

19:13 to 20:43

Learn about the transformative experience of climbing Kilimanjaro with her children.

“thing about this is like we're in this gorgeous gear right they're in perfect gear from North Face and all the different brands.”
Show all 19 chapters

The Power of Enthusiasm in Challenging Situations

20:43 to 24:26

Discover how a positive mindset can change your perspective during hardships.

“Well, when we were going through this section, it was cloudy out.”

Making Hard Work Fun in Business

24:26 to 26:39

Jenn discusses how to inject fun into monotonous tasks and embrace rejection.

“if I was five and my job was to make igloos, I'd be in heaven.”

Teaching Kids Business and Negotiation Skills

26:39 to 28:01

Learn how Jenn prepares her children for entrepreneurship and negotiation.

Teaching Kids to Negotiate

28:01 to 29:10

Learn how to instill negotiation skills in children through practical experiences.

“And I just think it's so fun because it's just becomes part of the process.”

Instilling Grit in Children

29:13 to 31:14

Discover methods for teaching children resilience and dealing with adversity.

“Now, you have been you you've had to go through a lot of grind to get to where you're at.”

Embracing Challenges and Learning

31:15 to 33:24

Understand the importance of exposing children to challenges for growth.

“You know, he took a much more mature approach.”

Setting Goals for Personal and Family Growth

33:24 to 35:27

Explore how to set and achieve personal, family, and business goals.

“Now, a couple last questions before you adjourn.”

Courage to Pursue Dreams

35:27 to 36:27

Hear about the transformative power of pursuing seemingly impossible dreams.

“Everybody looked at me like I was crazy.”

Connecting with Jen Drummond

36:27 to 37:16

Find out how to connect with Jen Drummond and learn more about her journey.

“What an inspiration you are to millions of women.”
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Transcript

Automatic transcript. May contain errors.

0:00Today we are sitting with Jenn Drummond, an absolutely amazing individual. Check this out guys. She is a mom of seven, a Guinness Book World Record holder, working on her second Guinness Book of World Record accomplishments right now. She had a massive exit, on course public speaker. She's got an awesome podcast and she's a multi bestselling author. Please welcome Jenn Drummond. Welcome to another episode of Coffees. Hello, hello. Thank you for the intro. Yeah, Jen, thank you for flying in. I mean, I'm just so blessed to have you here. You know, you're such an accomplished, I would say young woman, but you're a mom of sevens and you probably have...

0:43I don't feel young anymore. Teenage kids, but you sure are young in spirit. I am young in spirit. And, you know, you have such an exuberance about you. It's just, you know, it's magnetic and there's, you know, it's clear as day why you've accomplished the things you've accomplished and you're as successful as you know I just made you out to be so let's dive right into it I like to ask many of our podcast guests the same question which is what's your morning routine who my morning routine actually starts the night before okay so for me the night before I like to lay out all my outfits I run through my day so I like run visualize it in my head what I'm doing what I'm wearing how I'm feeling and then when I wake up in the morning it's like I already did the dress rehearsal and it's just time to go nice yeah and then the morning consists of you know you don't got a cold plunge routine or uh i don't cold plunge in the morning if i cold punch it's at the end of the day how do you stay in such great shape yeah i mean i exercise every day for sure but yeah no so i wake up in the morning before my kids wake up because i like that quiet time um and then i'll shower and then i'll start making them breakfast as they start rolling out of bed you're making food for seven kids whoever wants to get up and eat will either make like they love morning muffins they love eggs or they love cinnamon rolls so that's kind of what I mix between and then I'll take them to the bus stop and then I get my day back to me man you're cooking for seven kids in the morning that's just because it's when they're like groggy enough to think you're cool and they'll talk to you they're not thinking like what do I tell mom what do I not tell mom at that time of day you get everything out of them nice I love it now uh I want to talk about your story so you have quite a magnificent story you were involved in a severe car accident near-death experience and from that experience i mean like you went from near death to climbing mountains huh yeah to near death to climbing mountains yeah yeah climbing the biggest mountains definitely the biggest mountains so let's just kind of talk you know talk about that like how how did you accomplish that like what was the mindset that you had to really get out of the rut that you were in you were in you know bad physical shape after that you were probably mentally like drained yeah mentally I was that was probably the biggest part to heal um because every single time I got in the car my heart would race and I would drive down the highway and I would get next to a semi and I'd want to get as far away from the semi as possible because when I got my accident.

3:17I was in an accident with a semi truck. But I just remember the car being totaled. I, you know, ended up being okay. But when I went to go pick up that car, I took an Uber to the dealership and then they gave me the keys and I was like, oh wait, I need to drive. And so for 45 minutes, I sat in the parking lot negotiating with myself saying, if I don't drive now, the fear of driving is going to get bigger. So I just need to do it scared. So I did. I drove home 35 minutes it felt like 35 hours and when I got home I took a nap for like two hours that's how draining it was and it took me six months it was like almost exactly six months because my mom came to visit and when I took her to the airport to fly home when I got to the airport I realized I made it all the way to the airport without freaking out once this is amazing this is the longest I've driven without having Mike you know my heart or talking myself down or whatever else like that.

4:17And then eventually it just got normal again. But for six months it was doing it scared, doing it exhausted, doing it not excited. And then finally it disappeared and I was good to go. And now I can drive and not think twice. You went through that. How did you overcome that, that, uh, you know, worry, that scare? Yeah, I think it's just exposure therapy. You keep putting your body in it and you keep talking yourself off the ledge and you honor the fact that when I came home, I didn't berate myself that I needed a nap. I'm like, man, that was a lot. I need a nap. And I allowed myself to take a nap and I was kind to myself during that process and healed.

5:01Now, I've noticed like you're just not scared. You're a risk taker. Most entrepreneurs start off scared. what do you think entrepreneurs have wrong when it comes to risk I think you need to take a dance with risk okay so for example I had never slept in a tent before when I decided to take on this world record and so when we looked at the mountains we broke them down into what would be the most difficult what would be the most dangerous which would maybe be like my easier ones to get. And when we were building our plan, it was making sure that I got some of those wins early so I could use that momentum to get me through the harder pieces and build that confidence as I was climbing the easier climbs.

5:48So when you're an entrepreneur and you're taking on this risk, you need to build in wins into your day to have that momentum carry you through some of the harder times. Now you you climbed which mountains have you climbed so far? Oh man I've climbed a lot. So my first climb was a mountain named Ama Dablam which is located in Nepal. Gorgeous mountain amazing experience still my favorite climb to this day. My second climb was Ojos del Salado which is located in the Atacama Desert of Chile. sounds exotic and exciting. It was miserable and horrible because when you climb a volcano, it's like climbing a pimple.

6:34You're on the feature in the desert. There's nothing else to look at. I'm just dealing with sand, wind, and monotony the entire climb. And no beauty, huh? No beauty because you're on the feature. So everything else is just sand and sight for as long as you can see. And when you're climbing, you could be climbing for three hours and you don't really have anything visually that's changing. So you don't really feel like you're making momentum. And when you're climbing on sand, you slide down half a step for every step you step up. And so it was just one of these climbs that I'm like, if there is a climb that has containers on the side of the mountain, because it gets so windy, a tent will rip that you need to sleep in the container.

7:16I'm not doing that climb. Like I'm not interested. There was containers on that mountain there was containers on the mountain because it got so windy your tent would rip and then you wouldn't be able to survive wow yeah I mean I've never I've met mountaineers I've never met a female mountaineer who's done these kind of like yeah ever right like you're you're something else and you know entrepreneurs are a little crazy sometimes we are like you're like a little different than crazy next level crazy you're like next level crazy like where do you think that was birth from like I've never seen that or experienced that or heard about someone that does that you know like I embrace failure like I think when you're an entrepreneur or you're at the top of your game whatever that is you are a constant reiteration of failure and failure is just data points you don't take it personal you don't make it about yourself you're just like okay this is what didn't work I'm going to tweak a little bit and try to make it better this didn't work I'm to tweak a little bit and try to make it better.

8:15You know, like you look at Mr. Beast, who's famous for YouTube, like his videos, they figured out the formula and keep tweaking them a little bit and a little bit to have them go as good as they go. If you have that mindset of this failure is feedback to make this better, you just want to keep making it better. And it's this addiction of like, how do I do it better? Now, what do you think your greatest failure has been? a lot of failures and tons of reiterations and climbing these massive mountains i mean i think it's a death of a thousand paper cuts i don't know if you're making one massive failure that causes you to bleed out it's all these little teeny tiny paper cuts that are causing you to pivot or shift or move so i don't know if one plays a bigger role than another i do know i on my list of life, I wanted to get my pilot's license.

9:10And when I started down that path, I realized it was really boring and I didn't really enjoy it. And the entire time I was in the air, I was looking for a place to land if something went wrong. And it was really hard for me to shut that brain off. So when I came home, I was always looking for something wrong so that I could make sure the environment was safe. You can't do that with seven kids because there's always something wrong. And so for me, I realized that's not something I need to pursue because it doesn't put me in a mindset to enjoy my life. And so I stopped pursuing that. And I think a lot of times those of us who are like fiercely competitive or achievement oriented, we have a hard time letting go of things that we shouldn't really be doing.

9:54Now, you know, having accomplished what you've accomplished, obviously you're, you're really legacy driven. And what do you think, and you have some kids so what do you think your legacy is for your kids is it having built this business this massive business and this exit is it being a world record holder like you're you're driven by legacy yeah you know I think it is like the mountains were just the space for me to explore my inner mountains it was quiet it was distraction free there was nothing that could keep me from my own mind and facing my own demons and those have always been limiting beliefs so i hope my legacy is if something's limiting you it's meant to be challenged to expand you so lean in now um you're not just posting about it you're actually about it you're you're what is the next mountain you're climbing yeah so i'm gonna go climb denali in may of this year is that gonna to be a world record holder well it'll be i have two mountains left for that next world record so i got the world record for being the first woman to climb all the second summits which are the second highest point on each of the seven continents and so then for a lot of those climbs i would climb the highest point first to get acclimated and then i would do the second highest point because it was harder and when i was filing with guinness they're like hey you have a couple more mountains and you'll have another world record so i'm like okay well if i'm this close i'm gonna go get those done so denali is one that i have left which is the highest point in north america and then there's one in russia called alberis which i'll do once it's safe enough to travel there now um what's your next big idea right now my next big idea i'm playing with ideas right now.

11:46I really love speaking on stages and just moving the crowd and helping them figure out ways to make whatever's in their head possible. I feel like maybe the next evolution of that will be some retreats where we go out in the mountains and just experience the struggle because I think fear shows up, but it feels the same in our body. So when we learn to conquer it in different environments, we can carry that forward into an area that we're struggling. how did you conquer fear i mean i don't know if i've ever conquered fear i think i just do things scared on a regular basis because it has a way of showing up in unique circumstances i'm like oh here you are again i thought we got rid of you it's never disappeared so you climb these mountains i mean you climb because it's not just like hiking right you're climbing so you're you know yeah and i had a fear of heights which i didn't know i had when i got into this because i can like look outside a skyscraper and be okay, or I can be on a chairlift and be okay.

12:46But when I was on a rope, like climbing a wall, all of a sudden I started to sweat and panic and freak out. So I came off the wall and I looked at my coach. I'm like, what's going on? He's like, you have a fear of heights. I'm like, I can't have a fear of heights. I just signed up for this world record. Like I have to be able to get through this. He's like, well, the only way we're going to get through it is if we train it out of you. So I'd go back on that wall and I would go one handhold higher and then I'd come all the way down and then I go back up the wall and I tried to go a handhold higher and I'd come all the way back down until I eventually like worked it out but if I haven't been climbing for a few months I need to go to the climbing gym and work that fear through my body again because it shows up just you talking about it made my hands sweaty sweat because I do have a immense fear oh I had like my leg was shaking I was like turning ghost white I was like sweating my hands were sweating I came down I was like oh man this is bad I had never had fear manifest physically I thought it was just a mental thing but when it showed up physically it was horrible yeah how can I overcome my fear heights and I don't know I don't know I mean it is just work and it is work every single day like I had to go every day because if I took a couple days off it was harder to get back now do you ever feel like success is like a costume yet you have to keep wearing or um you know it's something that like is always it's just always transitional I think it's transitional I think it's the human experience like you get to have success in one field and then you want to try to have it in another field because you've already figured that game out.

14:30So it's like, how do I learn it in this arena or that arena? And that just gives you a broader aspect of like experiencing life. And success we get to define. Like I used to think it was just being on top of the mountain. And now for me, success is sustainability. like what gets to keep going even if i'm not here what does this look like because i stepped into this arena how am i shifting this industry or making an impact yeah i mean like you by all definitions would define success seven kids climb the world's second highest summit had a you know living wealthy in utahs having sold a having exited a company i mean that is you know the definition of having attained success but you know for you it's deeper you're not on to your next mountain now you're trying to move crowds you're trying to speak in on as many stages as possible and inspire people and yeah you know you're on to the next quest because i think success becomes significance once you've attained it and so to me significance is like if i climb the mountain, who cares?

15:43But if I can help you climb the mountain, then I made a difference. And that's true success. So for me, I think we all have a mountain to climb. We're born to climb. You can't roll uphill. It's a choice you have to make every single day. When I climbed Everest, every single step I had to choose. I'm climbing, I'm climbing, I'm getting to the top. And so if I can help somebody else climb whatever their mountain is, metaphorical or physical, then I won and then they won and it's so much more fun you have kids you know when we used to play sports and you got a soccer goal woohoo if my kid gets a goal in soccer I'm like the happiest mom you've ever seen in your life and so for me it's so much more rewarding to watch somebody else hit the summit than even me reaching the summit anymore now I I wanted to kind of hold it off in in the podcast but I'll just dive into it so seven kids what's it like raising seven kids as a single mom yeah well so seven kids are just so much fun right you have seven personalities so you're parenting seven different ways what's the youngest the youngest are 12 so i have twin 12 year olds and the oldest 18 now wow hard to believe because i feel like i should be 18 but yeah no so i have a senior a junior a sophomore a freshman skip eighth grade have a seventh grader and then twin sixth graders and I mean it is so much fun because they view like I love watching how they do life or how they process things or what they think or who interprets whatever I say different ways somebody will take it serious somebody will take it funny somebody will be like well that didn't really matter I'm like well it kind of did and so it's just yeah it's just fun now um how are you how are you teaching them to conquer their mountains as a parent i think you get the opportunity to expose them to different challenges and different things so i've taken my three oldest to climb kilimanjaro which is the highest mountain in africa and they they climbed it they climbed it they got to the top they hated me the first day because all of their friends are going to mexico for spring break and i made them go climb a mountain in africa i'm gonna go climb mountain to Mount Kilimanjaro.

18:00Like, oh, cool, dude. We'll be partying in Mexico. Exactly. It was what was happening. So they hated me. But then you can't have cell phones, right? Because the cell phone coverage doesn't work. So for a week without phones. That's amazing by itself. It was an awesome experience by itself. And it was fun because they got to experience it. Because the first two days or three days, they were frustrated and mad. And then we got like a tinge of cell service for a second. So a whole bunch of messages came in, but they couldn't respond back. And the messages that came in, they're like, oh my gosh, this is the same thing that goes on every single day.

18:35Nothing's happened. By the end of the climb, it took us eight days to climb and get down. They didn't even want to turn on their phones. They're like, I don't even want to know because it's all going to be the same story. I didn't miss anything. I already know. And they got to the top of the mountain and they felt so good. They earned it, right? It took them days. No one could carry them up the mountain. they had to make the decision to do it they had to wake up at midnight to go for the summit push they had to do like all these different things and that built such a confidence in them when we came back they were different and it was so awesome to watch what an incredible story yeah just take your kids to hike Mount Kilimanjaro it'll change their life it does right and the fun thing about this is like we're in this gorgeous gear right they're in perfect gear from North Face and all the different brands.

19:24And the guys that are helping us climb are in Crocs and flip-flops and t-shirts. And they're singing songs. They're super happy. They're so grateful for people working. Like one of my sons was like, mom, we need to bring these people back to Utah and work at Panda Express. They'd love it. They're just in flip-flops going up Mount Kilimanjaro? I mean, it's bananas, but yeah. Is that easy for them? It's that easy for them because they do it all the time. So they're acclimatized and they're not having the struggle that we're having. and they're so grateful to be out in nature. They're singing songs.

19:56They're having fun. In fact, one night when we were at one of the camps, my kid said, like, enthusiasm is power. I'm like, it is. Because when you can show up enthusiastic about what you're doing, you infect everybody around you and everybody has a good time. And so when the guys would come and they'd start singing their songs and doing the dances, by the end, the boys were doing the same thing. In the beginning, they were judging and being like, what's going on and by the end they they won my kids over and it was an amazing experience you know that's what one thing i haven't heard and to hear it from a youth it it just it's even more profound right you know enthusiasm is power yeah and you know that really plays into my own life like i show up happy every day i show up enthusiastic every day to work i never show up like groggy or pissed off and it makes sense it allows me to just dominate what i do right because i love it if you're having fun like watch out because the person having fun is the hardest person to beat yeah all day long right when we were climbing this section of mount everest there's a section called the load safe face it's everybody's least favorite section because it's basically a 3 700 foot vertical stair master and you're out in the element so there's nothing to protect you from the wind or the sun or anything.

21:19And you're going for hours. Well, when we were going through this section, it was cloudy out. So I put on goggles and I had pink lenses in my goggles, which allow you to see depth perception when it's darker. And so I have these pink goggles on after hiking for about 30 minutes. I kind of forget that we're hiking and my mind starts to be imaginative and everything around me looks pink. So I feel like I'm in a cotton candy machine. And then I start thinking about going to the circus with my grandparents when I was younger. And I think of playing Candyland with my kids. And then the rope that I'm tied to at this moment looks like a watermelon rind because of the pink glasses.

21:55And so then I'm thinking of that song, Watermelon Sugar High. And I'm having a blast. Like I'm dancing, I'm having fun, whatever. Well, our alarms go off on our phones or our watches because at altitude, you don't necessarily get the signal to eat. So you have to time yourself to remind yourself to drink and eat so you have energy for later on in the day. So the alarms go off, we take off our backpacks, we go to get snacks and I bump my goggles. So I bump my goggles so the pink goes away and almost instantly I'm cold, miserable, freezing and gray because we're in a whiteout snowstorm. But to me, it looks like a cotton candy machine with pink floating around, right?

22:34So I was having fun and I look at my team and they could tell my energy shifted, right? Like something dropped on me. And like, what just happened to you? Like, what just happened to me? Have you seen like what we're climbing in? Like, why are we climbing? What's going on? Like, how long has this been going on? And my friends and my team are like, this has been going on for the last two hours. Where have you been? I'm like, I've been in a pink cotton candy land and I was having fun and now I'm not. And it was just amazing. Like your perspective changes your experience on every level of everything you're doing but to envision yourself in a pink cotton candy land on the top of a mountain in freezing cold temperatures is tough so how do you switch your mentality to really embrace that you know it's like how did you do that it's like its own magic it's its own power for me i'm always thinking like if this is hard what would make it easy what would make it fun?

23:36Because I think a lot of us, especially entrepreneurs, we're committed to the goal. Like we're going to get to the top of the mountain. But if you already know that you're going to get to the top of the mountain, now the challenge is how do you make it fun and how do you bring people with you so that you all get to the top of the mountain, not just yourself. So anytime I find myself in a funk where I'm like pushing or like angry or unhappy, that's my time out sign. And it's like, okay, wait, I can change this experience with my perspective. What perspective do I need to have to make this fun? And more times than not, it's going back to my childhood.

24:13Like we had to make these igloos on one of the mountains because if the tents ripped, you'd be in trouble. So you'd set up a tent and then you'd cut out ice blocks to make an igloo. It was horrible. It's heavy. It's hard. It's cold. It's whatever. And then I thought to myself, if I was five and my job was to make igloos, I'd be in heaven. Like that'd be the coolest thing ever. So I kind of tapped into my five-year-old and was like, I am an adult and I get to be out here making igloos. Like how lucky is my life? That perspective changes your experience, which changes everything. So how can a normal person change perspective in a hardship situation?

24:51okay so for example i built my business cold calling i had a phone book they were listed by like how wealthy the neighborhood was and you just had to smile and dial it is horrifying because the amount of times you get hung up on or sworn at or done whatever with right so i'm like well if this is what i need to do to build my book of business i need to make this fun so i bought one of those guns that used to have like a sponge ball that was tied to the gun by a string so then i could shoot the gun to get rid of the anger to go play again right so anytime i got hung up on i'm like i'd shoot the person get my power back and call the next person i made it fun and we would have like a basketball hoop in there so any single time that we got hung up on you'd throw the basketball to see if you made a basket and then if you made a basket it was just it was a way to break up the monotony of the task that isn't cool and that's on you like what does that look like for you and everybody can make that fun i like that because candidly i kind of still build my business on a phone book right it's not it's not the same exact phone book because of automation and technology but you know i'm still generating leads they're they're prospects to join the organization but it's the same thing as i when i started oh i'm not interested i you know i'm going to another company like okay fine go to the you know so it's the same i've myself really just embraced rejection like it's just like i love it yeah right if you reject me i like it you know i would rather have you reject me than not because my thought is is like okay i need 97 people to reject me and then three people won't and the three people that don't are going to invest with me and they're going to make up for the 97 people that didn't so for me it's just a numbers game get me through the numbers because eventually i'll win yeah yeah and so and that's that's i guess entrepreneurship in general it's all just a numbers game what's the reality with with anybody who's successful now i live in newport beach and the the traditional model of success that our parents taught us my parents specifically is go to school then go to college then go to med school and then you'll be successful well mom and dad i don't have any doctor neighbors there are none in newport beach right everybody's an entrepreneur because a doctor has a finite income of two three four hundred thousand dollars right they can't buy a five million dollar house so what i'm telling my kids now it's like okay you're gonna go to med school as a baseline and then you're gonna start your business and it's gonna be some sort of you know medical practice or some sort of whatever it is or you invent a product but i'm in i'm in i'm encouraging them to embrace rejection now definitely and start their businesses now and kind of like understand how to negotiate my son walked into an ipad store or a you break i fix store on i told him like go in there tell him how much to fix the ipad they wanted like 200 bucks to fix the ipad like he kept dead they want 200 bucks i'm like go back in there and tell him to tell him 100 like and he's he looked at him like no i'm not gonna give him 100 bucks i'm not gonna do it for 100 he embraced the rejection like all right we'll get a new ipad for 300 right right right right right so the whole thing is though he got rejected um on his i'm always showing them how to negotiate and embrace rejection and and they're rude now because once you're nine or ten they're no longer like this is cute negotiating with me no that they're like annoyed you know like i had them negotiating at like five and people bit like they would succumb because it's like a five-year-old negotiating right you know it's like oh this is adorable now that you know you're 10 like they're they're gonna be a jerk to you he'd never experienced someone just being a total jerk to him while he's trying to negotiate you're like well welcome to life sweetheart that's life bro that's that's how real negotiating is by the way they're gonna be a jerk they're not gonna just think you're some cute kid right all right cuteness only goes so far yeah only at a certain age and then it's gone no i think teaching your kids like how to run businesses like we when my kids were younger i homeschooled them and we did the whole chicken thing right so they had to buy chicken feed and then they get the chicken eggs and they'd sell the eggs to get the money to buy the feed to do the thing and, you know, learn all the things that you had to do with it.

29:03And I just think it's so fun because it's just becomes part of the process. Yeah. Instead of it's about me. Learning to separate from the two really helps. Now, you have been you you've had to go through a lot of grind to get to where you're at. You had to cold call, get rejected thousands of times. And you've really built, you know, a luxurious lifestyle for your kids. your kids don't have to go through the suffering that you went through. Now, we always say for entrepreneurs, the suffering is what's made us who we are. But, you know, I want my kids to be better than me and as do you. So how are you instilling that same level of grit that you have, that same attitude that you have in your kids?

29:49And we kind of hinted at it a little bit, but how are you instilling that grit in your kids? How are you making sure that they're able to deal with suffering? How are you making sure that they're able to deal with adversity? Yeah. I mean, one, you know, taking them out in the mountains. That was pretty cool. Where you have adversity and like this is what it looks like or whatever. But I'm also, I took my son Jack to a real estate conference two weekends ago. I'm not personally in the mind frame to invest in real estate right now, but he might be. And so I wanted him to see a different way that you can learn something instead of just traditional school.

30:19Because I don't know if school is really the best move for him. so I'm like let's look at other things that interest you that you might be open to exploring and other ways you can learn than a normal college education so I think a lot of it is just exploring with them so that they can see like hey I'm a beginner and you're a beginner we're beginners together but let's see what we can learn as if something that we're interested in and being able to walk away from it or not Jack also had a business idea before that he was going to do with social media. And so I matched his investment and it didn't go well.

30:52I didn't go berate him and get mad at him or whatever. It was like, okay, well, how do we harvest this loss? So then we sat and I was like, what did we learn from this? What do we know about ourselves going forward? How is this going to leverage us into the next version of who we need to become? But you need to sit down with them and like not shame them or guilt them, but help them explore and evaluate those experiences so they can learn about themselves and continue to carry forward. I love that. You know, he took a much more mature approach. I started a business with my nine-year-old son. It's slanging cards, selling cards, basketball cards, baseball cards on whatnot, which is basically like a bunch of people streaming cards.

31:35And we sold our first card, okay? And it was a football autograph card. We sold it for$3 and he was so upset. he was like all we got for that card was three dollars i'm like bro you're selling in an auction okay and there was only two people in the auction like whatever you start the auction at that's pretty much what you're gonna sell it at you started for three dollars he was so upset he was so upset but i'm like don't look at that you made your first sale like you made a sale you you accomplished the goal of a sale like you know how long it takes an entrepreneur to make one sale you made your first sale at nine you know he wanted to give up he's like this is too hard right you know just like instilling that level of fear and anxiety in them young and having them embrace those challenges is so imperative and i'm always looking for ways to make them embrace challenges embrace adversity and do hard things because no one gets far doing easy things right right i mean i like that mount kilimanjaro i just don't think i could do it oh i'll get you up there don't you worry i don't think i can do it myself like so i don't know how i'm gonna get them to do it but yeah like i think it's just exposing them to different experiences too so one of the things i've done with my kids is they're all scuba certified and the cool thing about being scuba certified even your 12 year olds yes because you can get it at 10 so when you are scuba certified when you get in the water with the tank the goal isn't to get to the boat as fast as possible the goal is to see as much as possible right because if you get to the side and then you miss like the like sea cucumber or this fish or whatever else like that like that the whole point under there underwater was to see all these different things so i think when you're raising your kids just exposing them to different experiences and different ways of winning versus getting to the top of the mountain the fastest it's who gets to see the most that wins and what did you see and what did you learn and all those different things so not just having the experience but having the built-in reflection time of the experience so they get to integrate what they learn to carry forward.

33:42I love that. Now, a couple last questions before you adjourn. This is a three-prong question. Okay. Okay. What's a personal goal that you have for yourself, a family goal that you have for your family, and a goal that you have for your business? Oh, man. Big questions. Okay. So the goal that I have for my business, even though I'm in thought leadership, I'm hoping that I'm in a position in the near future, So the next three to five years where I'm not the asset. Right. So that's definitely something I'm working on because right now I'm the asset and I want it to not be the asset. I want, I have that same goal.

34:16Yeah. Perfect. Great. Okay. We're on that together. We'll hold each other accountable. Yes. Amen. So we'll hold each other accountable. A goal for my family is, you know, I'm losing my first son to college this fall. So it's going to change our family dynamics because not everybody's going to be living under the same roof. So I've already got us hotel rooms for parents weekend. So all of us can go down there and see him and connect with him. And so I'm hoping or as my goal for the family over the next few years is as I start losing kids to college, that we all still travel together to see each other in their new environments.

34:55So that's something I'm very serious about. and then a personal goal for me is getting these last two mountains done and getting this last world record and then allowing myself to sit with that for a little bit and not chase something because I love the chase I love that yeah I love that you love the chase and you're you're gonna climb these two mountains you're gonna figure something else out of course I am but I want to like I want I know I'm gonna check that box I know all right it's like I know I'm gonna figure something else out so I want to be able to sit without doing something and still feel good you know that human doing and human being i'm good at doing i need to get better at being love it last question yeah because you're just an incredible servant a huge heart when you're in front of the pearly gates what do you think god's going to tell you he's going to say thank you thank you for having the courage to do things i challenge you to do that didn't make sense because when I started climbing these mountains, I had never slept in a tent.

35:55Everybody looked at me like I was crazy. Like, where are you coming up with this idea? And why would you even pursue this? Like who climbs Everest with seven children at home? Like none of it made sense, but I knew I had that whole body. Yes. And I just had the faith that if this was seed was planted in me, I'm supposed to grow it. And so I grew it. And by chasing that goal, I got to meet so many amazing people, be a part of so many stories I would have never known. And I'm so grateful I had the courage to do that. Amazing, amazing, amazing story. What an inspiration you are to millions of women.

36:33If people want to get in touch with you, how do they find you? Yeah, so definitely the Jen Drummond on Instagram or Jen Drummond.com or Jen Drummond on LinkedIn. Say hi, come over, like reach out. I love hearing what you guys are up to or the clump mountains that you're climbing. Thank you. Thanks, Jen. Thank you for coming on the show. We appreciate you. God bless you. God bless your family. I hope you hit all your goals. Jen Drummond. Make sure you follow her.

37:16Oh

From the publisher

Jenn Drummond interview, 7 Second Summits climber, extreme challenge mindset, overcoming fear story, resilience mindset, women achieving impossible goals.

In this episode of Coffeez for Closers, Joe sits down with Jenn Drummond, the first woman to climb the 7 Second Summits — the second-highest mountain on each continent.

After surviving a life-threatening car accident, Jenn began reevaluating everything — priorities, purpose, and the limits she once believed were fixed. What followed became a journey defined by resilience, discipline, and choosing to pursue challenges that most people avoid.

Jenn shares what happens mentally when you commit to something difficult, why discomfort often signals growth, and how pushing physical limits can reshape personal identity.

The conversation explores fear, adversity, self-trust, and what it really means to live intentionally rather than reactively.

This episode is about choosing the hard path, discovering capability through challenge, and understanding that growth rarely happens inside comfort.

Hosted by Joseph Shalaby

Coffeez for Closers Podcast



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