How to pivot in your mid-life, Jo Glynn-Smith, The Ascent Associates

2 Jun 2026 · 40 min · 16 chapters

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In short

Midlife career pivot from corporate work to entrepreneurship, focusing on readiness, financial runway, self-awareness, transferable skills, identity loss, and rebuilding self-confidence.

Guest

Jo Glynn-Smith, leadership growth and career transition coach; runs The Midlife Entrepreneur podcast. Background includes 25 years in fashion: communications, event production, publishing/magazines, then marketing (VP of marketing for Pandora; also Harper’s Bazaar and other major brands mentioned). She was made redundant in her late 40s during COVID and founded her coaching/business soon after.

Key claims

The hardest part is self-confidence/self-belief when you can’t “hide” like in a corporate role. Plan for a financial “rollercoaster” by calculating a 2-year runway (or shorter if side-hustling). Don’t make dramatic moves without awareness: pros/cons of the current role, what drains vs energizes you, and research via real conversations. Use ikigai (love/world needs/what you can be paid for/what you’re good at) and talk about money/P&L.

Notable examples

Redundancy shock; building reputation over 6.5 years without PAYE; first £700 invoice felt weightier than prior salaries; identity shift from Chanel/Pandora titles to “I am X from Y.”

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

Jo's Career Journey in the Fashion Industry

0:47 to 1:40

Explore Jo Glynn-Smith's extensive background in fashion and pivotal career changes.

“For full disclosure, I've known Jo for 20 years in our various different roles and we were made Battersea Park Walks to stomp out our frustrations about what to do in our businesses.”

The Decision to Pivot: Facing Redundancy

1:40 to 2:56

Jo recounts the moment she had to decide to leave her corporate job and the feelings surrounding it.

“Thank you so much for having me Jules, it's really great to be here.”

Navigating the Uncertainty of Change

2:56 to 4:19

Discussing the confusion and uncertainty in Jo's life after leaving her job.

“It's difficult to say because honestly, I got made redundant and the first 72 hours were a bit of a blur.”

Finding Direction with Coaching

4:19 to 6:45

Jo shares her journey working with a coach to identify her new path in life.

“My gut was just like, every cell in my body was saying, this isn't the right direction for you.”

The Financial Realities of Career Change

6:45 to 8:33

Jo discusses the importance of financial planning when making a career pivot.

“And that was the work and the journey that I went through.”

Strategies for a Successful Career Transition

8:33 to 14:02

Jo offers practical advice on preparing for a career change, including financial and self-awareness exercises.

“Mortgages, dependents, aging parents are being stretched in both directions.”

Discovering Transferable Skills for a Career Pivot

14:02 to 17:46

Learn how to identify and leverage transferable skills when transitioning careers.

“your research and doing the self-awareness piece really working out what it is that you think you want more of what you'd like to leave behind so what drains you what energizes you all of those exercises.”

Building Self-Confidence in Business Ownership

17:46 to 20:56

Understand the importance of self-belief and confidence when starting a business.

“But I would also say that the thing that is hardest is self-confidence and self-belief.”

Finding Passion and Value in Your Work

21:28 to 24:51

Explore the balance between pursuing passion and ensuring financial viability in your career.

“And, you know, but I'm rubbish at running, really.”

Navigating Identity Loss After Leaving a Brand

24:51 to 28:00

Learn how to cope with identity changes when moving away from established brands.

“Whereas I think before I was sort of trying to PR myself, and it feels a bit intense.”
Show all 16 chapters

The Value of Personal Success

28:00 to 29:08

Learn how personal milestones and experiences outweigh traditional metrics of success.

“But that I think for me, if anyone's listening and is about to take the leap, take the leap.”

Impactful Coaching Experiences

29:08 to 31:26

Discover how coaching can transform lives and provide fulfillment beyond corporate settings.

“the largest period of growth in my life.”

Navigating Career Transitions

31:26 to 34:37

Understand the importance of awareness and assessing pros and cons in career pivots.

“I want to have some sense of security for the future.”

Caution in Making Drastic Changes

34:37 to 37:31

Learn why it's essential to assess feelings and motivations before making significant career changes.

“Sometimes a sabbatical can be good as a change, right?”

Finding Joy in Self-Employment

37:31 to 38:23

Explore how self-employment can lead to greater fulfillment and joy in life.

“So a question from our previous guest, which was Thea Brooke, who did an episode on how to be your own CFO.”

Thought-Provoking Questions for Self-Discovery

38:23 to 40:12

Engage with reflective questions that prompt deeper self-understanding and priorities.

“And what's your question for our next guest?”
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Transcript

Automatic transcript. May contain errors.

0:00Jo Glynn-Smith:The thing that is hardest is self-confidence and self-belief. It's frustrating if you're somebody who's quite good at lots of things, but not amazing at one thing. When you're exposed and you suddenly run a business, there's nowhere to hide anymore. Jo Glynn-Smith is a coach who specialises in leadership growth, career transition and personal transformation, working with people to navigate change, which, whether we like it or not, is coming for us all. Alongside her coaching practice, she hosts the Midlife Entrepreneur podcast, which explores the shift from corporate life to entrepreneurship. So she's perfectly placed to guide us through how to pivot in midlife and address how listeners might honestly assess whether they are ready to do the same.

0:42So keep listening to hear Jo's take on how to pivot in your midlife. For full disclosure, I've known Jo for 20 years in our various different roles and we were made Battersea Park Walks to stomp out our frustrations about what to do in our businesses. She has become a closer and closer friend over the years and it's actually her post on Instagram saying I want to start a podcast but I don't know how to that inspired me to create our podcast training course. She was our first ever client in this service and her podcast is often ranked in the top 50 of Apple. Jo, I'm so excited to have you on How to Start Up because I've known you not only for years but admired you and your career for years as well.

1:25This episode is all about how to pivot in your midlife and it's something that many, many people will want to do but also have to do. So I wanted to chat to you about your career and your midlife pivot if you could give us a little bit of a background to your story.

1:41Jo Glynn-Smith:Thank you so much for having me Jules, it's really great to be here. So 25 years in the fashion industry with lots of different roles within that. Started in comms, went into event production, then went into publishing and magazines. Then there was a big switch into marketing. And I worked as VP of marketing for a global jewellery brand. And then from that, I then went into this crossroads phase in my late forties and changed my career entirely. So I'm not a stranger to changing and I have taken some brave decisions. Actually, I was thinking about self-advocacy the other day, thinking, have I advocated for myself?

2:18Jo Glynn-Smith:And I think I have. I think I've taken opportunities. I've said no to things that weren't working. I've left things that didn't serve me. But the big one was at the end of my 40s. And that was kind of what's inspired all the work that I do today. So that was a long period where I really didn't know what I was going to do. But I really knew that what I was doing was no longer something that fulfilled me. And so that was a big moment. Well, what was that precise moment that you knew you had to change and leave the big world of big salaries behind as well. I know we've talked a lot about that. We both come from big Bond Street brands and well-known jobs and big ticket salaries, which is a hard thing to walk away from.

2:55And what did you do in that first 72 hours?

2:58Jo Glynn-Smith:It's difficult to say because honestly, I got made redundant and the first 72 hours were a bit of a blur. I just was just trying to breathe normally, to be honest. You and me both. It was a real shock and I genuinely was shocked it came out of the blue for me. I suppose with hindsight, it shouldn't have come out of the blue, but it really felt like that in the moment. So the first 72 hours, I honestly don't remember. I'm going to say the first 72 days. All I knew, because I kept, it's really weird. As soon as people know words on the street and you're in a senior role, headhunters come knocking at the door.

3:33Jo Glynn-Smith:We were also in COVID. So it was a very weird time. So, you know, but despite the fact that we were kind of locked in and it all felt really odd. I also had conversations happening and there are all sorts of conversations about really big marketing jobs because Pandora, where I had worked, was a massively successful business and we'd been really successful as a team. And I was just really underwhelmed by the jobs on offer. I wasn't feeling excited. And so I guess the moment that you're describing was a moment when I realized, crap, I don't want to do that. But what the hell am I going to do? Because I have to work, I need to earn money.

4:09Jo Glynn-Smith:But something inside me, I don't know whether it was because of the weird time that we were in, was just pulling me away from saying, yes, I just couldn't say yes to anything. And I had quite a few interviews and I just didn't care about them. Your gut was saying no. My gut was just like, every cell in my body was saying, this isn't the right direction for you. And maybe it never was. I'd taken the job because I'd been offered it without interview. and it was a great opportunity. Publishing has really become a very challenged industry. I knew I had to get out and this was a great opportunity to learn and grow and have a big budget and work with a big team.

4:45Jo Glynn-Smith:And I loved every second of it. So that was an exciting kind of jump off a cliff moment. I quite like those moments, but this was jumping off in a much more like a slow-mo version because I knew that if I wanted safety and security, I could go and start the interview process and the chances are post COVID and being locked down and everything that I would get something and it would be a good salary in a reputable company and I'd have a team and I'd be able to do it but in my mind my age was a big factor and I was thinking hang on you've got a good 20 odd years of work left in you what do you want to do with that time and I honestly didn't know the answer I didn't know the answer but I just knew it wasn't what I was doing.

5:27Jo Glynn-Smith:So that was scary and kind of exciting, but scary. And I talk about this a lot. In fact, weirdly, I've just recorded a social post about this. I spent a lot of time crying because I was so frustrated that I couldn't work out what it was. I remember saying to friends, you know, there's people who have those kind of vocations in life that they have to follow and they've done it and they're doing it. And they're like, you've just got to find your passion. You just got to find your purpose. And I have lots of things I like. But it's easy if you know what it is. You just go after it and get it and you do it and you're good at it.

5:58I mean, seeing people in there calling, it's so obvious, but it's really very frustrating when you don't know what that is.

6:04Jo Glynn-Smith:I think it's frustrating if you're somebody who's quite good at lots of things, but not amazing at one thing. And so I definitely put myself in that camp. I was always quite good at lots of stuff, which is why I was able to kind of move through various different types of roles because I could apply my experience and my skills and stuff. So that was the challenge. And then eventually I worked with the coach because I really needed to find some direction. And I knew time was running out. You know, I didn't have endless amounts of time to work out what this was going to be. I have responsibilities.

6:34Jo Glynn-Smith:So I worked with the coach and really my goal with the coach was I need to find the thing that I'm going to do. I just need to get onto the path. And once I'm on that and pointing in the right direction, I can do the rest. And that was the work and the journey that I went through. But it took at least, I'm going to say at least seven months to do that. and with a lot of frustration, I mean, so much frustration, I can't tell you. I mean, I would spend hours really thinking about, you know, what do I want to put my time and effort and energy into? And I sort of knew I wanted to have my own business and I definitely had a high value in variety and freedom.

7:07Jo Glynn-Smith:So those are two things that I kind of identified through this process. I also identified that the thing that I'd loved most about every part of my career was lifting other people up, being part of that journey. So it wasn't purely, you know, it wasn't a kind of a charitable thing. It was like being in the picture as well, but being past that energetically, I really wanted to do that. So basically we finished the coaching. I hadn't decided I was going to take this coaching thing further. In fact, I was actually opposing it. I was like, there's no way I'm doing that because everybody's doing that.

7:37Jo Glynn-Smith:And it felt a little bit like, you know, riding the wave with everybody else. I left it with the thing that I want to do is find a way to help other women mainly, but people, I want to make them feel amazing. I want them to help them find confidence. I want them to feel really clear about how they're going to do whatever it is that they want to do. And I kind of left it with that. And about a few months after I finished the coaching, I remember phoning Simon, my coach, and saying, I think I'm going to do a coaching course. And he said, I knew you'd get there eventually. Oh, as every good coach says.

8:11Jo Glynn-Smith:So he never said that I should do it. You know, obviously that's not his job. But I realized I needed a qualification, actually, if I was going to do this. I probably didn't have the confidence to just go out and do it. I needed something that qualified me to be able to do what I wanted to do. And so therefore I signed up for a year long course. Career pivots in 40s and 50s carry a different weight to them than say if you're 23. Mortgages, dependents, aging parents are being stretched in both directions. If you have children as well, there's that moment in that pivot where the income from the old life is not there, but the income from the new life is also not there yet.

8:44And I say yet because everyone tells me be okay with that financial roller coaster. And it's been six and a half years for me. And I'm still so grateful when a client pays on time. But that finance part, how should listeners tackle that scarcity moment? Is there anything you tell your clients that they should set up before they take that leap?

9:03Jo Glynn-Smith:Oh, 100%. I mean, I'm not there to make people take huge risks. It's big enough changing career and it is really difficult. If you're going to change career, if you're going to start a business, They're both really significant moments in your life anyway. I mean, they're huge and they require a lot of energy. But the last thing you need is to have the financial pressure. Some people, and look, everybody's different. So it's really difficult to give you one way of doing things because there are some clients who just will literally run off that cliff and go, I don't care, I'm just going to do it.

9:32Jo Glynn-Smith:And you're like, okay. Well, it helps when you're made redundant. I was also made redundant. I didn't feel I had a choice because it was COVID and I just thought I'm not going to be able to get another job. So within my 72 hours, I'd founded the business and put it on LinkedIn. So I couldn't back out and I'd look back and go, that was really rash. Don't do that. But also who cares? Who's looking? No one else cares but me. Go for it. And I also didn't have kids. I had my mortgage and I was just determined not to lose that roof over my head. So for me, that was my driver. But is there practical steps people should take?

10:01Yeah.

10:01Jo Glynn-Smith:So I would say to any client, if they're in work and it's no longer serving them or they're just feeling completely burnt out or demotivated, or they've got something they've always wanted to do and they're scared that time's running out and they want to try it. So I do get them to do the exercise of looking at that kind of financial runway basically. And everybody's situations are different. So if you've got, for example, if you're living with a partner, is it possible that your mortgage and your bills and whatever other responsibilities you have are covered in the time it might take for you to start something new?

10:32Jo Glynn-Smith:And I always say that time is at least two years. And I know that sounds like a long time, but it may be that you've been doing something as a side hustle and you're ready to launch in which case the runway is shorter but it may be that you're retraining i've got clients who've retrained a psychotherapist that's a four-year course so you've got to work out how are you going to do that and work or do you have enough financial support to be able to do that and not work maybe you could do it quicker so it really depends on your circumstance some people have savings some people don't. Some people have, I've worked with people who are coming into pension and they've got some money coming in as well.

11:09Jo Glynn-Smith:Have your children left home? Do you still have children that you're kind of paying for on a day-to-day basis? So every single person's situation is different. So I asked them to spend time looking at their financial runway and what is possible for them. So then once we've got that in terms of timing, like I could last a year without any income, or I could last six months or I could last two years. Once we've got that, then it's like, okay, now we know what we're playing with. Then we can work backwards from that and see what is possible. So depending on that, and if it's a retrain, I chose coaching partly because I knew I had two years where I didn't need to make an income, partly because I got very well compensated through my redundancy and I had some savings.

11:52Jo Glynn-Smith:And because we're in COVID, we weren't spending nearly as much as we would do normally. I knew that I had this time and I used every single penny of the savings that I had in that two years to set up my business. And then I was off and making money, but it wasn't as much as I had before, for sure. Like you said, it's a rollercoaster. So once I knew that, then I was like, okay, well, if I'm going to do a qualification, what can I do that's going to fit in that time? So there's no point saying I want to do a four year degree or course if you've only got a year. So you're going to have to work around that, or you're going to have to look at the job that you're currently in and change your mindset around that job.

12:29Jo Glynn-Smith:So rather than saying this job no longer fits me, I hate it. If it's a relatively stable job, could you look at it as that's the foundation that's allowing you to step into your next career and do the job, but maybe make a little bit more space for you to retrain in your spare time. And that will allow you to springboard off, but I'd never recommend to a client that they just sleeve and then think about it. So knowing your numbers both in time and in money. So the number one thing is knowing your numbers, right? So knowing what you've got to play with. The number two thing is doing some research.

13:01Jo Glynn-Smith:So you need to do the self-awareness piece. So for example, if you're saying, I hate this career that I've been in for 25 years, I just can't do it anymore. What is it about the career that you can't do anymore? Because you'll probably find that it's like 50 % of things you don't enjoy and 50 % you still do. Like a lot of people say to me, oh, I love the people. I love working, you know, with the energy of the people. And I love this part, but I just hate this part of my job. And so I get them to do lists, like what isn't serving you, i.e. what should we avoid in the future? Or could we do less of in the future?

13:33Jo Glynn-Smith:And what really does still serve you? And maybe we could do more of that, or maybe that's an important part and non-negotiable of what you do next. so if you really love people and working in teams i would suggest that maybe being an entrepreneur is not a great way to go unless you've got a business partner or a co-founder because you might find that really lonely and difficult to do you and i know it's a very lonely business working by yourself at the beginning so there's it's looking at that so finance and then doing your research and doing the self-awareness piece really working out what it is that you think you want more of what you'd like to leave behind so what drains you what energizes you all of those exercises.

14:11Jo Glynn-Smith:And then the research piece after that, which is about speaking to anybody who is doing something that you think you want to do. So if you want to become a yoga teacher, if you want to start a gym, if you want to start a drinks business, if you want to go into wine and you've been in finance, whatever it is, find some people to talk to and get as much information out of them as possible. And what we find is that everybody is happy to offer some advice when it comes to talking about themselves. So that's not difficult to do, but don't just second guess and don't spend a lot of time talking to the robots thinking that that's all your answers.

14:44Jo Glynn-Smith:We need to speak to real people doing the jobs. What was their experience? What were their challenges? What do they love about it? What could they do with more help? And just really gather your insights and all of that you can do while you're still employed if you have that opportunity. If like us, you're made redundant, then it's a much faster, it's a much faster process and you may be responding to, you're sort of triggered by what's going on and you're responding quickly. But if you're in employment, then you've got the luxury of that. So you don't have to do anything. And then you might get to the end of that process.

15:15Jo Glynn-Smith:Sometimes I get to the end of that process with a client and they're like, I think I'm just going to get another job. You're like, great. And you've discovered what you need to do. Well, at least you're sure of it then as well. And I think that is so interesting you say that because I often thought it's like, why have I ended up in communications? I just don't think I fit here. And I rebelled and pushed against it, but kept doing it and doing it well and getting promoted but now it's an integral part of my business and it's now led me into podcasting so if I shunned it completely I'd have missed out on this whole spectrum of amazing work I get to do now but I kind of learned by doing and I wish I'd learned by working with a coach instead who kind of put it in a nice structured way because I think learning by doing is difficult because you're not ever sure until after the fact but on that how does somebody work out what transferable skills they have from their old world that they can take into their new world.

16:03Jo Glynn-Smith:So once you've done those exercises, particularly the one around research, you might think you want to go and do something that is so different to what you've been doing. And certainly I interview and work with people all the time who are going from one extreme to another. But you actually find there are some basic, particularly when it comes to running a business, there are skills that are totally transferable, whether it is back to your communication skills, that's vital, whether it is that you're brilliant at running a P &L or that you're really good at new business or you're really good at setting up processes, they can be applied to a number of things.

16:35Jo Glynn-Smith:If you're going from city finance to yoga, then you might have to retrain, you know, but it means that you are also capable of probably setting up a really good small business, reaching out to the right people, making sure your numbers work, knowing how many people you need signing up for your classes. So there are so many skills that you can transfer. There are some things that you might have to learn. And anyway, our culture nowadays, if you want to be a successful leader, we're continually learning because with AI, we've got something new we could learn every single day. We can't stop. So I think for that transition, we have to also adopt a mindset of growth and learning anyway.

17:17Jo Glynn-Smith:So, but your skills are never, ever void. I mean, even I've worked with somebody who was a stay at home mom for 25 years and then set up a business in her late forties. And she had the same question, like, what do I know? But she's been budgeting a house. She's been running her kids' diaries. Yeah. I mean, she's been doing all of that stuff. She's been navigating all of these things, moving house many times you know and all of those skills are still transferable into something else so she's not going to be a doctor at that point unless she retrains but she can certainly run a basic pnl and organize things and have organizational skills and be successful at that well enjoy using them once you know what your skills are it's sort of and you know you're on the right path it's actual pleasure to go i'm doing the right thing with the right people at the right time and you can take pride in you're not wasting time and you're not wasting energy But I would say you're right.

18:09Jo Glynn-Smith:But I would also say that the thing that is hardest is self-confidence and self-belief. Oh, my God. Yes. I would say it's not really the skill. We can learn anything. You can learn anything. You may be good at some things and not so good at others. You may have preferences in certain areas and not in others. We all have that in every job that we do. In a large organisation, most of us are slightly shadowed by being weak in certain areas because we can hide behind other people. When you're exposed and you suddenly run a business, there's nowhere to hide anymore. And so you have to lean into doing things that you perhaps would delegate.

18:44Jo Glynn-Smith:So, you know, the things that you delegated are often the things that you didn't want to do yourself, right? And you take on the things that you enjoyed. When you run a business, you can't do that anymore. But self-confidence, self-belief, if you don't have any, or if you've come out of a situation where that has been dramatically eroded, as with some of my clients. So let's say they've gone through a very difficult exit process, or let's say they've left through the fact that they've been bullied off the board or they've been bullied out of their job those things are really low and so that's when it does really help to work with the coach so we can build that back up again rooted in your experience rooted in the facts around your previous successes and hopefully help them face things with an element of shoulders back well i like that because you're building it up based off fact it's not sort of someone going yeah you're great it's actually look at what you've achieved this is why you're great and this is why you can to it because I think a lot of people the founder world is very glamorized and it's a lot of sort of beating on your chest of like I'm a founder I'm an entrepreneur it's like you're actually a business owner and actually Thea Brooke from episode two weeks ago saying this is like I'm trying to make being a business owner sexy again because that's that's what matters but you need to have that self-belief and that self-confidence because if you don't believe in your business no one else is going to so that resilience piece is huge which no one ever talks about when you start a company but having that support in place and actually on that we're always told to follow our passion and do something that you'll love and if you're going to become an entrepreneur or founder or business owner we should be doing something we're deeply passionate about and for me it was teaching founders how to do their own pr or teaching people how to produce their own podcast and passing that skill on is something that excited me but also seeing the joy in client's eyes as well as thrilling but how as a coach who has built your business and doing your passion where does that advice fall down and what is the most honest framing you could give your clients around that we're taking a quick 30 second break from this episode to ask are you thinking of starting your own podcast if so this is great news because we run a course that will train you how to produce your own podcast yourself this course is for people who do not want to outsource and pay someone else to do it you want to learn how to do it yourself we teach you everything that you need to get up and running with your own podcast show and so much more just dm us at hello at fallowfield mason to book your spot so i go back to the ikigai model every time because i think it works the best really so it's what you love what the world needs what you can get paid for but what you're good at because what you love and what you're good at not necessarily the same thing i I might love gardening because it gets me out of the house and away from all the noise, but I wouldn't say I'm that good.

21:26Jo Glynn-Smith:Actually, the same with running. I love running because I love being outside and I love getting away from everything and be able to run. And, you know, but I'm rubbish at running, really. I just like doing it. So that's really critical, I think. And I think women don't like talking about money. And it was a really interesting exercise, actually, when I was training, coaching training, and we would get put into these groups, support groups. and I would be very focused on how I was going to make money out of this. And everybody else was very vague. And I said, guys, come on, you've got, this is a business.

21:57Jo Glynn-Smith:We're going into business. You've got to work out what is the minimum amount you need to make in a week to survive? Like, otherwise, what's the point? And people were really underplaying what their value was. And I went in quite strong from the beginning because I knew I had so much value to give my clients. Anybody with a marketing comms background has so much value to give people because we have such a multiple of skills when you've done that kind of work. Even when I've worked with clients in engineering or in the city where I felt a little bit intimidated by getting one of those clients, what I found was my creative thinking and all those skills I've pulled from my past, they just thought it was amazing because of course it helps them think and it allows them to move forward really quickly.

22:38Jo Glynn-Smith:So I think that's the model I always go back to. Like, yes, it's great if you can find something that you really love that was always your passion but most people have to get paid for it so you've got to also serve the world with something they need why are lots of business owners terrible about talking about money because for me i thrive for p and l profit and loss sheet i love looking at numbers i'm fascinated with our margins and because we're service-based business how much we can charge what the market dictates we should charge and that's why i obviously can struggle with pr sometimes because nobody wants to pay for it but everybody wants it.

23:13But why are typically British people bad at talking about money?

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23:17Jo Glynn-Smith:I just think it's not in our culture. I trained with an American company. So my coaching training was with an American company. There is no holds barred when it comes to talking about money. It doesn't matter how much, I mean, the more the better, they'll talk about it and they're really focused on it. And I suppose from a British perspective, we'd look at it and think that's quite bad taste to talk about money because we never do. You'd never ask your friend how much they bought their house for or you'd go and look it up somehow so you could sneakily find out but an American would just ask you straight.

23:46Jo Glynn-Smith:I'm American because I'll tell people because I'm proud of it. It's also for me it's something you know that it well that's what I find interesting especially with company counsel and company sales people will see my LinkedIn content and go you're doing really well I'm like but you haven't seen my PNL how do you know I'm doing well and for me my definition of the business doing well was the profit and the loss but for other people it could be other factors. How do you define success in your business? I think a combination of all of those things, really. The thing that I wanted to achieve was I wanted to be able to find a career or start a business that I could live from.

24:22Jo Glynn-Smith:I'm not living as well as I was living before, because I'm certainly not making the money I was making in corporate business. And I don't have the same benefits that I had there yet, but I have every confidence that I will. What I've underestimated was how long it takes to establish your reputation when you've had a reputation doing something else for so long. And I think I was a bit naive about how long that would take. But as soon as it starts to pick up, you know, you can really then see, it feels quite exciting, actually, because you start to be able to speak to it in such, you know, such an easy manner.

24:56Jo Glynn-Smith:Whereas I think before I was sort of trying to PR myself, and it feels a bit intense. Well, there's more economies of scale, aren't there? After you've had a business for sort of three to five to six years it does the talking you have case studies from the business not your previous career but actually on that identity is such an important part of this and it's one of the hardest parts to leave behind and I noticed when I was at Chanel I was Jules from Chanel and my friend's like oh this is Jules she works at Chanel it's like I can just be Jules on the weekend and leaving those big brands behind I suddenly thought god who am I to think I can do this.

25:29How do you help people through that identity loss before that new identity has arrived? Because it does take time to build a business.

25:37Jo Glynn-Smith:Yeah, it really does. And it's one of the hardest things that people find it so difficult. Understandably, because you've been attached to that title or that business or those set of businesses or that industry for such a long time. And it really, we do judge people by their work, you know, in the world of work. We do like where you work is important to other people. Why is that? Well, it's because they can see something for themselves in that. Oh, well, my dad's first question was like, hang on, you're leaving Chanel. What about mum's Christmas stocking? I remember those moments where there's always a business that's more successful than you and there's always one that's less successful.

26:10Jo Glynn-Smith:But in the magazine world, it was really obvious. So if I, representing Harper's Bazaar, walked into a press day, you'd get lots of attention until Vogue walked in and then they'd all bugger off and go and speak to the person from Vogue. Why? Because Vogue's more powerful than Harper's Bazaar was back in those days. And now I don't know the situation, but so that identity is really difficult, particularly if you're in an industry that is very hierarchical, like publishing was in those days, you know, people get very impressed by big brand names. And so, you know, if you go, hello, I'm blah, blah from these days, it's probably an AI company or something.

26:46Jo Glynn-Smith:People go, wow, how cool. You know, Even if you're having a terrible time and the business is horrible and toxic, it doesn't matter. So I think that is the hardest thing to do. So we start with your brand story, your personal brand story. Once we've done the awareness work with the clients, we've kind of gone deep to understand who they really are and they've understood who they really are and what's important to them. Then we can create the brand story so we can talk to that while we're deciding or maybe they've already decided they want to start a business or maybe they're transitioning into something completely different.

27:16Jo Glynn-Smith:And then you get used to saying that. You've got to get used to saying it like I am X from Y or I am this person, I do this. And it will take a lot of time. You just have to accept it's going to take time because people aren't following your journey as closely as you are. But you'll bump into people, they'll remember you. I still bump into people who will only remember me from a job four jobs back. What are you doing now? And then you tell them and they'll respond in whatever way, whatever lens they're looking at the world through, right? I think that's one of the hardest things for most people is particularly if you're working somewhere that had significant impact.

27:51Yeah. And I think like Chanel. I know. Well, that was it. And it's like, God forbid, I went to Burberry and people like, oh, and then standing out on my own. But that I think for me, if anyone's listening and is about to take the leap, take the leap. Because when you start getting testimonials under your own banner, there is nothing more or even an invoice paid. I remember my first invoice was£700 and that£700 had so much more weight to it than any six-figure salary that I'd taken home before because someone was paying me. They weren't paying the brand, they were paying me to do that and they were giving me an amazing referral or a testimonial or something and that has value in so many other ways that's bigger than money.

28:31But don't ignore your money and your numbers and your P &L.

28:34Jo Glynn-Smith:But also just coming back to what we were talking about before which was your success, what does success look like? You know, I feel so proud of myself that I have lasted for six years without somebody, well, I've been paid by clients, but I haven't had a PAYE for this amount of time. And I've managed to keep the roof over our heads. I've managed to do the things I need to do with the kids. I've had to make sacrifices for sure. But would I give up this experience? Oh my God, not for maybe for a million pounds, but not, no, not for anything really, because this has been the largest period of growth in my life.

29:10Jo Glynn-Smith:And it's been the period I am possibly most proud of because it was, it's hard. And also, can I just say, I think you can probably agree with me on this, that the life that I've built now allows me to meet the most amazing new people, do things that I can decide to do that I've never, you know, you have that choice when you work in an office and your day is full of meetings. It's allowed me to do things that are important to me, like exercise. Like I can get that in my day. And some weeks I get to the end of the week and I think, wow, that was such an amazing week. I made that happen. Like that's successful, right?

29:46Jo Glynn-Smith:That's amazing. You can go, wow, you know, that blows me away. Actually, sometimes it blows me away. I'm like, I've done this. But you have to take, and someone told me this early on, you have to take the time out to recognize what you've done it's like I fixed the fucking printer I did that and it's like I did not know how to do that and now I know how to do that and I'm bloody proud of that the small wins but you also have to be your biggest cheerleader and in a bigger company where you've got goals or bonuses or a CEO calling you in going well done on that launch you've got that external validation and in our roles from journalists from PRs from external stakeholders everyone's sort of looking going yeah you project manage that when it's your own business to have to pull your own socks up every day and motivate yourself every day and then reward with yourself and then tell yourself well done it's a lot and that is probably the thing that falls off the to-do list most although I'm going to caveat that because the work that I do changes people's lives yeah in such significant way I can help somebody move from a place where they're unfulfilled maybe unhappy certainly not following any kind of passion if you want to use that word to a place where they can't believe they've got this can't believe they tell you that and yeah they come back at the end of the coaching journey they'll be like you've changed my life and oh my god for somebody to say to you it actually makes me feel really emotional for somebody to say to you you've changed my life i never thought in my life i would have impact like that and you wouldn't have got that at harper's bazaar or pandora you had impact but you wouldn't have changed somebody's life so i mean i may have changed somebody's life through changing their wardrobe because that also does weirdly that also has a very significant impact to somebody because it really affects their confidence but no one-on-one like this and you've shaped your day your week your year and i completely agree i've had moments where i've had to pinch myself where a travel journalist friend invited me to go traveling with her on her trip and i just worked remotely and i was like i'm in the arctic circle for two weeks and i haven't spent a penny to get here and i'm continuing my work and in fact we got b corp audited on zoom call whilst on a cruise in the arctic going oh my god this is awesome and then did a TEDx talk who was like I think I would ever do that and I was like throwing my hat in the ring to do stuff like god this feels awful but really exhilarating I would never have those opportunities and albeit in incredible jobs that I had before but taking well ripping the band-aid off and going for it what's the worst that's going to happen I guess and what's the best that's going to happen that success metric it's got to be more about more than money, but money is obviously - I mean, look, don't get me wrong, Julia.

32:19Jo Glynn-Smith:I really want to make money. I want to have some sense of security for the future. You know, I'm not going to get more energy as I get older. Hopefully, if I stay fit and healthy, I can keep up a relatively good level of energy, but it's not. So I need to build up this, you know, I am looking down the road and thinking, okay, reputation needs to build. I will have fewer clients in the future, but I'll probably be able to charge more for that because of my experience and my reputation. And that's what happens with coaching. You're very lucky in that sense that you can, as time goes on, you can actually build more.

32:51Jo Glynn-Smith:And certainly my mentor coach is somebody who I look to and aspire to, who is able to work with one or two clients a year. And it's a different level of income, right? So I do look at that, but I think I work on the inside of people's lives and that is an extraordinary privilege. Yeah. One that I would never have had before. And that to me is like, I can't even imagine that I'd have been doing this. I'm going to tell you something really weird. About 15 years ago, a tarot card reader, this is going to sound so batty, but a tarot card reader was doing a tarot card reading and she stopped her reading and she just put her hands down.

33:29Jo Glynn-Smith:and she said, I just need to tell you something. I think you're going to be in some kind of therapy. You're going to be like speaking and helping people like a therapist. I can't really picture what that would be. And by the way, coaching wouldn't have existed really that long ago, not something that we'd have understood to be a job. And I remember thinking, oh my God, seriously? I mean, she is crap. I wish she could go back and find her and be like, yeah. I wish I could go back and go, wow. She's in her calling. Yeah, literally. Anyway, sorry, that's a side note. For a listener, say they're 48, they're in a corporate role, they've outgrown, they're feeling frustrated, disgruntled, they don't know what to do next.

34:07What is the one thing you would say they should do now, next or never in taking that pivot?

34:12Jo Glynn-Smith:I think the first thing they should do is almost like a pros and cons list. What do you love about what you do? What do you not love about what you do? So what's energizing you? What's draining you? It's a really good place to start because it tells you everything about where you are. We get burnt out and exhausted. It can be because something's happened in your personal life. It can be because the type of industry that you're in doesn't serve older people very well. It can be because you've just been doing it for so long at such a high level that you're just utterly exhausted and you need a break.

34:41Jo Glynn-Smith:Sometimes a sabbatical can be good as a change, right? And so many businesses will offer that. So I think it's like looking at the pros and cons, looking at where your energy is draining, what's taking it away. It may be it's not even the thing at work that's draining it. So I think you need to do that awareness piece first to really understand why you feel like this. And then from that, you can start to get some insight into what's going on. Sometimes it's the way that we're working that isn't serving us, not the job that we do. So I think it's really important for somebody, especially if they're in a high level job, you know, is the way that you're working, the pace, the intensity, the lack of delegation, the structure's not right, you know.

35:21Jo Glynn-Smith:And I certainly with founders, we look at that a lot. Like what structure could you create in your business that will serve you better to allow you to do the thing that you're really great at? Because what we know about every job, whether you're a founder or a senior exec, is that the more senior you get, the less you're doing the thing that you loved about the company or the job or role in the first place. You're getting really tied up with other things, often to do with people, politics, that kind of stuff. And that can be really exhausting. So the further you step away from the thing that you actually really enjoy, I think the more tiring it is.

35:56Jo Glynn-Smith:So sometimes it's about going back and looking at, oh yeah, I'm not doing that thing anymore. I don't do that thing anymore. How could I create more of that? And then we look at, is that possible within your role? If you're quite close to retirement, for example, or you're very close to some kind of bonus, or there are loads of things that can tie you into a company, right? Then we need to be practical about it as well. But I think more often than not, it's because we've got so far away from the thing that inspired us in the first place. And then what would you suggest they don't do in terms of the never?

36:29Jo Glynn-Smith:I would never say don't or do. I would just make suggestions because that's my job is to get them thinking. I would recommend that they didn't make a very dramatic move unless they had to, because I think it's worth looking at the why first. Like, why am I feeling like this? What's happened? What's going on that's left me feeling like this? you know, uninspired, hating Sunday nights, overwhelmed, burnt out, exhausted, rolling their eyes at everybody in the office because everybody is driving them mental. Like I think you need to look at that first. The easy thing to do is to walk away from it sometimes, but it's not necessarily the right thing to do, particularly if you don't know what you're going to do because it's hard to get a job at certain ages.

37:14Jo Glynn-Smith:So you have to be really careful. And I think most people would recognize that. So I would just say, don't make a decision without doing the awareness work. Okay, if you want, don't. Don't make a decision without doing the awareness work. You need to understand why you're feeling the way you're feeling. It's so crucial because then everything else becomes clearer. So a question from our previous guest, which was Thea Brooke, who did an episode on how to be your own CFO. Very interlinked actually in terms of who you are as a founder. And don't just keep moving on to the next thing. Work out, optimize the thing you've got already.

37:43And her question was really interesting. She's like, what is the thing that brings you joy in life that you've let slip since you've become self-employed?

37:50Jo Glynn-Smith:I found this question really difficult because I think the opposite has happened to me. So you've brought in more things that give you joy? I have brought in way more joy. That's fantastic. Yeah. I'm not trying to be like big headed. I really am not. I love exercise and being outside. I spend more time outside than I ever did before. I'm able to bring variety into my week and I've not let that go. I haven't let it slip. In fact, I could say I've got more variety now. I get to work across multiple industries which I would never had access before so what have I let slip it's so difficult because I started this journey as Covid hit so the things that were important to me pre-Covid like I'd spend quite a lot on my hair and my clothes I haven't let it slip but I'm just not as interested yeah everything's changed I've noticed that the work wardrobe I'm not commuting five days a week there's life before Covid and life after Covid yeah so it's a difficult one What have I let slip?

38:46Jo Glynn-Smith:I honestly can't tell you. No, that's fine. And what's your question for our next guest? Okay, I had to write it down. So my question for your next guest is, if you stripped away everything you should be doing, what would you choose to spend your energy on? Okay. So I always think in the moment like, oh God, oh God, that's really quite a raw question. The tough question. Okay, I'm going to let you know what our next guest is actually. They're sisters from a farming brand in America who've taken the stones from the prune fruit and turned it into a skincare brand. But they've led their revenue generator through the waste product.

39:21So I'm going to ask them that. Thank you. It just tells you about what you really want to do. Oh God, I'm going to have to go for a walk and think about this one. Thank you. Jo, thank you so much for everything. You're always an inspiration. I've always loved our chats and to be able to record it down and put it on a podcast is an absolute privilege.

39:40Jo Glynn-Smith:So thank you so much for your time as always. and Juliet if it wasn't for you I wouldn't have a podcast and you're a fabulous friend so I reciprocate everything that you said it's been a joy to speak to you today Tune in next week to hear Le Prunier sisters answer her question and please please please please please like, subscribe rate and review interact with the podcast somehow through your listening app because it really does make a difference to me the host to know that you're there and enjoying it or DM us at hello at fallofieldmason.com to suggest future guests or questions that you might like answered in your own entrepreneurial journey.

40:16Thank you for listening and I'll speak to you soon.

From the publisher

Jo Glynn-Smith is a coach & specialises in leadership growth, career transition and personal transformation, working with people to navigate change. Alongside her coaching practice she hosts The Midlife Entrepreneur podcast, which explores the shift from corporate life into entrepreneurship, so is perfectly placed to guide us through how to pivot in mid-life & address how listeners might honestly assess whether they are ready to do the same. 

Keep listening to hear a practical guide on ‘how to pivot’ 

FF&M enables you to own your own PR & produces podcasts.
Recorded, edited & published by Juliet Fallowfield, 2024 MD & Founder of PR & Communications consultancy for startups Fallow, Field & Mason.  Email us at hello@fallowfieldmason.com or DM us on instagram @fallowfieldmason. 

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