The Age Rebellion: Why Midlife Is Our Time to Rise - Interview with Lyndsey Simpson

Today on The Midlife Mentors, we’re joined by Lyndsey Simpson, serial entrepreneur, author of The Age Rebellion - and a powerful voice challenging everything we’ve been told about getting older.

Because here’s the truth - we’re living longer than ever before - decades longer, in fact - and yet so many of us are still following an outdated societal script of winding down, playing small, or waiting for 'retirement' to finally live.

Lyndsey is leading what she calls an 'age rebellion' - a movement to rewrite the rules, reclaim control and design a second half of life that’s driven by passion, purpose and possibility.

In this inspiring and uplifting conversation, we explore what it really means to take ownership of what comes next - how to break free from limiting beliefs about age…and why your most exciting, fulfilling years are most definitely still ahead of you.

So if you’re feeling as though there must be more, and want to build a life you never want to retire from - take a listen.

Grab 20% off Lyndsey's new book: The Age Rebellion (UK only):

https://specialeditionbooks.co.uk/discount/AGEREBEL?redirect=%2Fproducts%2Fthe-age-rebellion&utm_medium=affiliate&utm_source=author

USE CODE: AGEREBEL

To celebrate the upcoming publication of The Age Rebellion by Lyndsey Simpson, we're giving you the chance to win £300 worth of Virgin Experience vouchers, so you can embark on an adventure that makes you feel like an Age Rebel.

To enter, pre-order a hardback copy of The Age Rebellion and upload a screenshot of your proof of purchase below.

Entries close at 23:59pm on Wednesday 6th May 2026. You must be aged 18+ and a resident of the UK to enter this competition.

https://www.the-age-rebellion.com/

Transcript

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The Midlife Mentors: Hello, and welcome to another episode of The Midlife Mentors with me, James. Claire! How are you? I feel like we've recorded quite a few podcasts recently, back-to-back. It's been a few on a trot, hasn't it? Yeah, no, it's great. It's really, really great. We've got to meet some really amazing people. We've got a wonderful guest coming up today for you listeners, but yeah, we've just had some really great people talking about various different things.

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The Midlife Mentors: Yeah, it's been great. Great, great variety, and we've also been really busy getting booked in. We've got another workshop. We just did our separation after infidelity for a client. Yeah, that was heavy going. That was heavy going. Yeah, it was heavy going, but great. Yeah, and I've got a, How to Make Your Midlife Better workshop coming up, and then you discovered that I'm giving a keynote at Elevate in June. Yeah, I found it on social media before you'd actually told your wife.

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The Midlife Mentors: I was like, okay. This is how we roll. Things are moving so fast in your world that I'm finding out things from social media. No, it's good. It's all good. But anyway, without further ado, let's dive in to our wonderful guests that we have today.

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The Midlife Mentors: So, today we are thrilled to be joined by Lindsay Simpson, who is the CEO, founder of 55 Redefined, and now author of The Age Rebellion. Welcome, Lindsay!

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55/Redefined: Thank you so much, James and Claire, lovely to be here.

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The Midlife Mentors: Oh, it's great to have you here. I was happy to finally kind of meet you, even though it's online, because James has met you before online, and you've had a chat and stuff, and he came off really excited about the conversation you had, and obviously, I've known about 55 Redefined, and all the amazing work that you're doing, so I'm really chuffed that I get to actually interview you today about all of this stuff, and obviously your new book, so thanks for joining us.

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55/Redefined: Thank you so much.

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The Midlife Mentors: Do you want to just start, maybe give us a little bit of your background? Like, what inspired you to start up 55 Redefined? Give us an overview of your journey, and maybe just tell people, if they haven't heard what 55 Redefined is.

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55/Redefined: Yeah, of course I will, of course I will. So, 55, we find, is predominantly a B2B business, so we serve corporates around the world, and we age-enable them. So we give them age intelligence, we give them tools, all with the view being that we are solving work for the 100-year life.

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55/Redefined: And that requires us having a bit of a rethink if we're all going to be working very comfortably into our 70s and beyond. It's a global business. We work with over 300 corporates, from Amazon to UXA to Diageo to Warner Brothers, and we have teams in the USA, teams in the UK, but serve 44 different countries.

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55/Redefined: from that. So that's the day job, and I will tell you, why I'm so obsessed with over 50s when I'm not actually over 50 yet. And then the book, that publishes, in May, again, globally, so it's a transatlantic publication of the Age Rebellion, is all for individuals.

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55/Redefined: So, I spend my life talking one-to-many, and to employees, and thousands, and sometimes hundreds of thousands of people in corporates, and… and I feel like there's just this massive part of the universe, 95 plus percent of people who don't work in large corporates, and therefore don't have access to the information, and the insight, and the agency that we can give to people to supercharge this phase of their life.

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55/Redefined: And so, my book is my gift to people to really help them really kind of take a plan and have a future that they never want to retire from, quite frankly.

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The Midlife Mentors: Well, not bad.

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The Midlife Mentors: From a great angle. That's what we're all about as well. Live a life that you don't feel like you want to retire from.

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55/Redefined: Exactly, exactly. So what got me here? Well, for those of you that are just on audio only, and can't see my face, I am level 47. I like to talk about ages and levels, because people psychologically kind of like going up levels. It's a bit like gaming mentality, I want to be level 50, level 100, but we don't always feel so confident talking about ages. And my epiphany

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55/Redefined: happened about 6 years ago, actually. I was in my early 40s.

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55/Redefined: I'm a banker by background, so I spent 10 years or so in banking, buying and selling businesses for Barclays, and then I had a recruitment and HR outsourcer, and I've had multiple other businesses, bars, restaurants, you name it. But my epiphany happened 6 years ago, when I was the CEO of a HR and recruitment outsourcer, one of the large ones in the UK.

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55/Redefined: And I took a phone call from Nat West Bank.

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55/Redefined: And they needed to hire bankers from the 1990s for a big regulated review of work that they'd given in the 1990s, where there potentially was some miscell or some bad advice.

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55/Redefined: And of course, they couldn't find anyone from the 1990s, because by this point, they were all in their 60s and were retired from the bank. And so the FCA, the regulator for the banking industry, wouldn't allow them to hire back ex-employees to come back to work, because they're like, well, they'll recognize the names in the files and

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55/Redefined: In effectively marking their own framework. So, go find other bankers from that period.

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55/Redefined: And they couldn't find anything. They weren't on LinkedIn, they weren't applying to job adverts, and so they rang me, going, you understand banking, you understand the world of recruitment, where do we go and find a bunch of retired bankers?

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55/Redefined: And so, I didn't know the answer, but I do still have my mobile phone number from the 1990s, when I worked in Barclays. I've ported it with me ever since.

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55/Redefined: And I set about ringing ex-colleagues that were still in my phone book, that I hadn't spoken to in over a decade, and asking them if they would fancy unretiring and coming back to work through my business as a contractor.

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55/Redefined: And in 8 weeks, I hired 400 people out of retirement with a mobile phone. So, it was fairly game-changing. Oh my goodness!

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The Midlife Mentors: Oh my goodness, I love that! 4 hatches!

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55/Redefined: 400, 400. It was an almost one-in-one hit ratio of who we rang wanted to return to work.

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55/Redefined: And so, it had a couple of epiphany moments for me. One was around the fact that, you know, it's not 1975, and so I'm not building an outbound telephone business, so there has to be a digital way that we can create communities and reach people in their millions in this demographic to find them ways back into work. But the bigger moment for me was the stories that they all told me, and

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55/Redefined: the biggest regret in life that everybody I spoke to said that they had was retiring.

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55/Redefined: That was it. They all thought they wanted to be retired. They could all afford to be retired, because this was an ex-banking crew, and they were all targeting it, like it was their destination in life. You know, if I can retire at 58, but my power's, you know, 50…

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55/Redefined: 59 or 60, somehow I've won at life.

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55/Redefined: you know, if I can…

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55/Redefined: you know, screw you work. They were having, like, calendars on the, you know, days to, like, kind of say, bubble off, I'm no longer going to be working again.

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55/Redefined: But none of them had given any thought whatsoever to what they were going to do, 7 days a week, 24 hours a day, for decades to come.

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55/Redefined: And so they burnt through their to-do lists, you know, they had the long holiday, they did at the house, they started their Duolingo Spanish lessons, they were having a bit of piano, they were seeing their mates, they were getting bored of their mates, because they were seeing their mates too often, they were getting bored of going to the restaurant when they didn't feel like they wanted a blowout, because they hadn't worked and earned it that week.

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55/Redefined: And so I started really listening into that, and got deep and deeper, and commissioned stacks of research, and realized that, not just in the UK, but everywhere in the world, we were missing a trick. We weren't listening to what was happening to us as we were hitting midlife as a different group of humans to anybody ever before us, and the world needed to pivot a little bit to make some changes.

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55/Redefined: So that.

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The Midlife Mentors: Was that.

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55/Redefined: business sold, and launched 55 Redefined to start solving for it.

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The Midlife Mentors: I love that, I love that. And Lindsay, do you think it's… was, in a way, kind of counter-intuitive? Because we hear a lot of stories, of course, about…

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The Midlife Mentors: people being let go in now, in their 40s and 50s, they're kind of deemed surplus to requirements, and, you know, LinkedIn

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The Midlife Mentors: And, you know, just talking to people, it's full of people that just struggle to find jobs, and, you know, they are told, even though you're not really allowed to, you're too old, basically. Their perception is, you know, you won't be able to get your head around the technology or the rest of it. So I think it's really great you're doing this, but…

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The Midlife Mentors: Yeah, it was kind of a counterintuitive move, I guess.

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55/Redefined: It is, it is, and… and ageism is real, guys. You know, everybody thinks it's a… I call it an otherism.

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55/Redefined: So, they think it only happens to other people, and they think, particularly when you're younger, you know, perhaps if you're in your 30s or your 40s, they think it happens to other people who are not very good. You know, they're like, if someone's being told they're not kind of relevant anymore, it's because they're not keeping pace with

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55/Redefined: you know, learning, or, you know, they're, you know, modern in their thinking. And then everybody hits an age where it doesn't matter how good you are, doesn't matter that the phone's been ringing non-stop for your entire career, suddenly it doesn't anymore. And so, yeah, we have to get to the core of why are we so ageist?

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55/Redefined: To ourselves, to other people, in our businesses, in our media, in our… everything from children's books. Have you ever seen some empowering older woman, or is she always a witch, or a hag, or a grandmother with a toffee in her purse, you know, doing some knitting? You know, she's never, like, the empowering entrepreneur, or, you know, the catwalk model who's, you know, starting her acting career in her 70s, is she? So, so we've got a lot to unpick.

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55/Redefined: But my passion is absolutely giving people agency to unpick it themselves. You know, I'm coming at the world from two different angles here. My corporate hat, my CEO hat, is fixing businesses from the inside out. So, how do we get rid of ageism? How do we change their systems, their processes, their definition of talent, so it's ageless?

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55/Redefined: But I have to do exactly the same from the roots up with individuals, so there's people you're talking about, James, that are on LinkedIn. Well, if they can't get a job doing what they were doing, what are they going to now do?

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The Midlife Mentors: Mmm.

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55/Redefined: Are they going to become self-employed? Are they going to start their own business? Are they going to go back to university? Are they going to turn their passion, hobby into a business? Are they going to…

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55/Redefined: create income from different means? Are they going to start renting out rooms on Airbnb and start becoming a teacher and pivoting? So I do believe there's a whole world of employment for people if they're prepared to embrace the unknown and actually start to lean towards doing something different as we get into our 50s and beyond.

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The Midlife Mentors: Yeah, because it's… it's very much about… we talk about this a lot, it's that… that word, redefine, which is… is so much… it's part of… of your business's identity. It's redefining what

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The Midlife Mentors: Our identity is.

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55/Redefined: Yep.

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The Midlife Mentors: when we hit this age, you know, I'm 46, so even for me, I mean, I've been self-employed for a long time, but I think a lot of people that I work with, it's kind of like that point in life where we do start to ask ourselves those big questions. It's like, you know, I've…

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The Midlife Mentors: been promised happiness and contentment and all these things, but actually now I'm here.

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The Midlife Mentors: they're not necessarily fulfilling me. So, not only are we seeing a workforce that is being, kind of, put aside, and…

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The Midlife Mentors: maybe being made redundant for the younger generation, but also us asking those questions of, like, is this what I want to do for the rest of my life? Like, what do I… what makes me happy? What do I value? What's going to bring me fulfillment? Do you see a lot of that kind of questioning as well? Like.

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55/Redefined: yet.

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The Midlife Mentors: You know, even in organizations, and then the people that you work with one-to-one.

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55/Redefined: Yeah, 100%. So, I think your 50s, and, you know, either in the approach to it, or when you hit… particularly hit mid-50, the reason we're called 55 redefined is that 55 is the peak pivot age for so many things. It's the peak pivot age, for a divorce.

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55/Redefined: So, it's when most people get divorced in their relationships. It's the pivot age for family structures changing, so if you have got children, that's often an age when they're leaving home, going to college, and you're empty nesting, and you've got a different dynamic at home. It's the peak age for people changing career and going, actually, I've been chasing the dream of being a partner in a law firm, or doing this job here, and actually.

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55/Redefined: after doing it for 30 years, I no longer want that thing, but I don't know what I do want.

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55/Redefined: And it's also the peak age for people really, kind of, asking some big questions around their finances. So, you know, depending on where you are in the world, you can often access a chunk of your pension, from mid-50s, and so people are going, is that enough? Have I got enough to survive, to thrive? So it's so many things, and I think people start to look at everything and everyone around them in this life, you know, you know.

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55/Redefined: Partly, I don't know what your rule is on swearing on this podcast.

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The Midlife Mentors: Oh, yeah, yeah, no, go ahead, square away, we love that.

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55/Redefined: Well, it is genuinely the no-fact theory, you know?

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55/Redefined: In your life, where you're like, actually, you've spent…

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55/Redefined: you know, your entire life trying to do self-improvement, you know, and improve and strive, and now this is then all about you, and actually going, actually, what do I want? What do I want to deliver? What's going to make me happy? Now, my earlier life has been about other people and supporting other people's dreams. And so, the biggest issue I have is that people start sleepwalking.

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55/Redefined: So, because they don't know what they want.

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55/Redefined: they can often articulate what they don't want. So, I know I don't want to keep being a plumber, because I've been a plumber for 32 years, and my knees won't cope with that anymore, but they don't know what they do want to do. They don't know what they can do, they don't know what their transferable skills are, you know, or I know I'm not very happy and fulfilled at work, but it's paying me the money, and it's paying for my mortgage, and…

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55/Redefined: You know, nothing's broken, it's just not…

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55/Redefined: It's not really, like, giving me anything anymore. And so they get stuck on the hamster wheel of just repeat, repeat, repeat. And those days turn into weeks, which turn into years, and then all of a sudden you've got a real problem, because your own level of self-esteem, your own level of excitement about the future has diminished, because you're… you've stopped looking forward, you've stopped

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55/Redefined: working out what am I going to be doing next year, what am I doing in 3 years, what am I going to be doing in 5 years, and having a roadmap for the future.

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55/Redefined: So, so for me, a lot of this is about actually investing the time… and the book, really, you know, The Age Rebellion and Age Rebels, I talk about all these age rebels around the world who are normal people, who are changing career, who are reskilling, who are doing something completely different with their life, to show people

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55/Redefined: there's nothing stopping you other than perhaps what's in your own head about what you think you can do, or what you think you should do for other people. So there's a lot of…

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55/Redefined: Ripping up the rulebook before we can then start to put it back together again and redefine what does this next phase look like.

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The Midlife Mentors: Yeah, it's amazing. It is amazing. I know, a big theme of yours is, kind of.

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The Midlife Mentors: rejecting traditional retirement and looking at what the modern retirement model looks like, but I guess, like, interwined with that is this… the idea of an extra 20, 30 plus years of life now. Yeah.

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The Midlife Mentors: that's obviously a massive opportunity for people, but do some people see that as a risk as well? I'm just thinking, like, you know, personality types. Some people might think, oh, you know, I've budgeted… I've budgeted to go until I'm 85, but I could go to 110.

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55/Redefined: Oh, yeah.

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The Midlife Mentors: They do.

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55/Redefined: Yeah, exactly that. I mean, we have, and not everybody, not all of your listeners will perhaps know this, but in the last century alone, we've added 30 healthy years to life expectancy.

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55/Redefined: So when people say, you know, I don't look anything like my parents, I don't dress like them, I don't think like them, don't want the same things like them, it's because they are literally nothing like them. Physiologically, you know, mentally, we are nothing like our previous generations.

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55/Redefined: And so that does mean that if you're 50 now, you have an odds-on chance, 50-50, of living to your late 90s.

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55/Redefined: But that means that 49.9% of the population in their 50s will outlive that and get into triple digits. So, the vast majority, and I hope every single person that's listening or watching

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55/Redefined: this podcast will realize that a 100-year life is the normal if you're currently in midlife. You know, if you're currently aged 80,

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55/Redefined: then your life expectancy will be slightly shorter, but it will still probably be 89 or 90. You know, it's not like 70 or 80, which we all talk about. And so, that has an opportunity and it has a threat. So, you're right, there's a worry that people have, two main worries that I hear. One is, I'm going to run out of money.

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55/Redefined: And the second worry is I'm going to just spend longer in ill health. So they picture these extra years, and think, oh my god, I'm going to get dementia, and it's going to be terrible, and I'm just going to exist, and I don't want to live longer, I, you know, if I'm not going to be well.

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55/Redefined: Well, there are things that you can do about both of those things, right? So…

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55/Redefined: You know, we have control over a lot of things in our life that will influence our health span.

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55/Redefined: As well as our lifespan. One of the first and major things that you can do is keep working. It has a direct link to mortality rates, and so one of the things I'll start to uncover in the book, and I don't get to

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55/Redefined: Statistical or, you know, academic in it. But really, there are things that you need to know about, actually, if you stop working early, you will directly increase your chance of death sooner.

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55/Redefined: fact, you know, it's undeniable, it is a fact, okay? And then equally, there's things that you can do then around your planning and your finances that people

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55/Redefined: think that work and retirement is like this cliff edge, you know, I'm going to work today, and tomorrow I'm going to be retired, and they think of this cliff edge moment. And we've got to start thinking of, like, 10-year glide paths.

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55/Redefined: you know, we're gonna ease out of work, and we're gonna create new things that are purposeful, new things that are interesting, new things that might have some income. We might become an artist and start selling our artwork. You know, we might start reading to schoolchildren as a resource teacher two days a week. You know, we might… there's a whole world of things that you can do that you can earn money for that people will never have given their attention to, because

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55/Redefined: they're retired.

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55/Redefined: from their corporate career, whatever their main endeavor was. And so I'm challenging people to design this phase of life where they never want to get rid of work. So what are the things that you can do in work? How do you start to use some of the tools that are out there, like Ikigai? Have you guys ever heard of Ikigai?

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The Midlife Mentors: Yes, yes, we've used it with our clients before, it's amazing!

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55/Redefined: It's amazing! And again, it's just so, you know, I'm basically, I'm kind of really, genuinely, the Age Rebellion is my gift to go, here's everything that you need, here's all of the questions you need to ask, here's the questions you need to ask of the loved ones around you. Questions you need to ask yourself, actually, about what you want now, not what other people want of you, but what do you want?

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55/Redefined: And then here's the tools and the structure around how do you now turn this into a plan? You know, how do you understand in that world of ikigai, if people aren't familiar with it, you know, how do you find your purpose? How do you understand what the world needs, what you're good at, you know, what you can be paid for? You know, and all of these things that come together to start to create a new direction. And again, I bring this to life. So, on that ikigai one, I use my brother

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55/Redefined: actually, as a real-life example, so my brother, Darren, is 3 years older than me.

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55/Redefined: And he's worked, he had worked, in supermarkets. He worked for ASDA since he was 16, and come to, like, he's just about to turn 50, and was like, okay, I've been doing this for 33 years now, and…

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55/Redefined: a bit tired of working in the supermarket, and it's, you know, same shit, different day. You know, oh, here we go, another Christmas again, spending half of my day in a freezer, and the other half arguing with customers who are fighting over the last turkey, and I'm not sure I'm gonna do that.

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55/Redefined: But, you know, his kids, my nieces, Sophie and Jess, you know, they're 13 and 10, and they've got a mortgage, and they've got a life, and so people like my brother then get trapped. They're like, I'm not enjoying this anymore, I'm really not enjoying it. In fact, I'm positively

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55/Redefined: you know, hating work, actually, now, but I feel trapped. I feel trapped as the provider in my family. I've got decades before my kids were off my hands.

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55/Redefined: what do I do? And so, I used Ikigai with my brother, and you'll have to read the book to find the full case study and the theory, but the direction that we went in was that he never had a degree, I went to university, he didn't, and he really felt he missed out on that. He was… we went back to his school and his childhood of being really super interested in science and biology.

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55/Redefined: And we hooked on audiology. My dad… our daddy's deaf.

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55/Redefined: And my brother saw him through that journey, of hearing.

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55/Redefined: And so, long story very short, he's now completely retrained as an audiologist. He's got a degree from DeMontford University in audiology. He's just bought 3 Specsavers franchises, and he's got 3 stores now with audiology practices and hired his team. He is the happiest I've seen him in over a decade.

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55/Redefined: And if I look at the things around that, around the family, you know, his two daughters have watched every weekend as he's done his homework. He had to reset his maths GCSE and English GCSE to get his university degree. And so, the kids are, like, super, super enthused about homework and study.

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55/Redefined: And they also know they can get to 50 and go again and do something completely different.

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The Midlife Mentors: I love that story, Lindsay. Fantastic. That is so amazing. I mean, it's pretty lucky that he's got you as a sister as well, right? Do you know what? Do you know what?

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55/Redefined: One of the things about the Age Rebellion was

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55/Redefined: you know, what's my role here? Because it's a very one… it's a very intimate conversation, I think, a book. You know, people take books to bed, they take them onto their sofa with a quiet moment, it's a… it's a you and me. You know, it's not a one-to-many, it's a you-and-me conversation. And so, for me, it's like I'm everybody's, like, big sister. Slightly bossy, slightly sweary, I won't lie.

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55/Redefined: Everybody's big sister that's going, here's what you need to know, here's what you need to do.

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55/Redefined: go and do it or don't, I'm not your mother, so crack on or don't, you know, I'm not going to tell you to do stuff, but I'm going to give you everything that you need to genuinely transform your life, and

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55/Redefined: you can take it, you know, and, you know, and I really hope that not only do we create this rebellion of age rebels around the world, but it really grows, so it's not just then the individuals reading it, because often a lot of people are talking to me, it's not about themselves, actually, it's about their partner.

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55/Redefined: You know, I'll get, you know, women reach out to me and go, oh, my husband's been made redundant, and he's in his late 50s, and he's really struggling to find a job, and I don't know how to help him, and he's getting more and more depressed, you know, well, who knows the book. You know, I'll get them guys reaching out to me going, I'm under so much pressure to retire, my wife wants us to travel more and see the world, and spend more time with our grandkids, but I don't know how I can exist

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55/Redefined: about work, and I love work.

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55/Redefined: You know, read the book. You know, in all of these scenarios, from, you know, it's… it's all about really being uplifting and energized and having a plan.

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55/Redefined: But I don't show any of the messy stuff, you know, I talk about death, I talk about ill health, I talk about, you know, you mentioned on the intro here that you've done a session around infidelity, where I talk about relationships, and the messy middle, which is.

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The Midlife Mentors: Yep.

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55/Redefined: Really, the messy middle.

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The Midlife Mentors: Yeah, and then when you throw hormones in as well. Woohoo!

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55/Redefined: Well, and hormones in both directions! So, you know, women, you know, around the world have got, you know, brilliant role models like Davina Nicole and Mariela Freshdrop, who have been championing menopause, but other than James, and we've had this conversation before, James, there's not so many men around the world who are championing andropause and educating people around testosterone decline, or what they can do around their own mental health and physical health.

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55/Redefined: as men in midlife, they're just told that they're suffering a midlife crisis, you know, or, you know, it's just given a label, but it's not given any solution. So again, yeah, really dig into that, and there'll be some… there'll be some chapters that'll be quite tricky, I think, for people to read.

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The Midlife Mentors: Mmm.

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55/Redefined: Because I get them to put themselves into some uncomfortable scenarios.

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55/Redefined: but only with the view being that I want them to develop this resilience bone in the future, you know, really get this muscle, this resilience ability, so that when something shit does happen in the future, and they lose someone they love, you know, or, you know, they have a relationship breakdown, or they're made redundant.

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55/Redefined: let's not wait until that event happens, because let's face it, it's going to happen to all of us. Let's prepare for it now, and work out, how do I even have a strategy

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55/Redefined: for this event, and if it… bless the world, it doesn't happen to me, then it's sure as hell going to happen to someone in the group of people that I love, a friendship group, a colleague, etc. So I'm going to be the person that can help them as well. So it's just really about changing how we think about this phase and supercharge it.

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The Midlife Mentors: Yeah, and I just… I was just thinking, I just love, you know, talking about, like, that inspiration, I think some of us get locked in as well to… to those people closest to us, and then they're all feeling the same, and they're all experiencing the same, and they're all, you know, we all moan a bit, and then we get locked… you know, they say we're most like those five people around us, and you should kind of check in with that and think, okay, what are those five people

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The Midlife Mentors: sometimes I can't do anything about one of those, but… but I think, actually, that it's so important, that connection and that community, as well, when we get to this messy middle, that we are…

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The Midlife Mentors: I suppose, mixing with people that inspire us, or that can tell the story of a challenge or a difficulty that they overcome, and can, you know.

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The Midlife Mentors: share how they got through that, and can lend a hand, and I think that's so important, is to sometimes borrow belief. We talk a lot about that. Borrow belief from someone else, even if we don't have it.

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55/Redefined: Yep.

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The Midlife Mentors: Oh, you're in a circle, and this book, like, you are literally like the big sister, sitting on the sofa, on the bed, going, I believe in you.

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55/Redefined: Yes.

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The Midlife Mentors: We've got you, this is what you need to do.

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55/Redefined: And I can give you literally thousands of people now around the world, every part of the world, who have done something about it and transformed their life. And so, that borrowed belief, I love that phrase, Claire, I think that I'm going to steal that one off of you, borrowed belief, that's…

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The Midlife Mentors: Yay!

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55/Redefined: cheaper, that is.

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55/Redefined: But I think there's this element of… there's the role modeling, but the other bit that really, I suppose, you know, had some pre-reviewers to the… because you always do so that, you know, you get, like, the people's review on the back of the cover and things that get a little advanced copy. And what came out from those reviewers as well was language.

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55/Redefined: So, there's… all the way through the book, it's like, how do you have these tricky conversations?

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55/Redefined: And how do you even have the language to describe what you're doing? So let's, you know, we find lots of people, let's say you're retiring from your corporate career. Let's say, you know, you've worked in a company for 30 years, and you're in your late 50s or early 60s, and you're retiring.

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55/Redefined: But you're not actually retiring, because you're about to go and do something else. You're about to go and study nutrition, or you might be doing a course on this, or you might be doing craft. People have absolutely no way

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55/Redefined: Of describing themselves, other than saying that they're retired.

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55/Redefined: they don't know the language, they don't know how to say what era they're in, so it doesn't sound like a reduction from what they were doing in their corporate life. So again, there's a whole section really exploring how do you describe what you're doing with your time. So when someone says, what do you do?

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55/Redefined: you don't just automatically defer to your past around what did you used to do in the past, but actually you're talking about what you're doing now with intent, with interest, and you can do… and how do you do that for the rest of your life? You know, and how do you keep, every 10 years, asking yourself this question?

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55/Redefined: What do I want to be when I grow up?

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55/Redefined: Because let's face it, if you're going to live to 100, you're going to have to reinvent yourself at least every decade, probably every 5 years, and going, right, okay, well, I've done that now. Now what do I want to be when I go

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55/Redefined: Because there's nothing stopping me from being whatever I want to be.

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The Midlife Mentors: It's so empowering, isn't it? It is.

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The Midlife Mentors: That's super empowering. And I think it's been a big shift, you know. I think for our parents' generation, careers tended to be very linear, right? You joined a company, and then you stayed there till you retired, or if you did change, it was to a very similar company doing a very similar role. Yeah.

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The Midlife Mentors: kind of doesn't really exist now, I'd say, for probably 99% of the workforce.

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55/Redefined: Yeah.

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The Midlife Mentors: So I think, again, this time of life, it's great to embrace. I love the way it refined, not saying I'm retired, but what do I do? But, you know, it's about embracing things like portfolio careers, being an entrepreneur, you know, all that kind of stuff. Because that was looked down upon, you know, I think, actually, still, we've got the remn… like, the bits left over from that, you know, because I've always been quite, oh, I'm doing a bit of it. It sounds like you, you as well, like, I'm doing a bit of this, I'm doing a bit of that, I've been always

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The Midlife Mentors: like that, but I always felt, like, a bit ashamed of that. That I couldn't just… it all… it was almost like this, you can't stick to one thing, Claire. People like clear labels, don't they? Yeah, you can't stick.

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55/Redefined: They do.

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The Midlife Mentors: are you this, or are you this, or are you this? But actually, we're in a world now where.

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55/Redefined: Yeah.

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The Midlife Mentors: That has had to change with technology and AI, those portfolio careers are becoming more acceptable, and I think that's a real plus for us.

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55/Redefined: Cheers.

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The Midlife Mentors: messy middle people.

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55/Redefined: Well, it is, and also, again, it's around finding not just the language to describe the what you're doing, but how do you get that one-liner, when someone asks you that question, around the why you're doing it? You know, so for you guys, you know, someone has to say, what do you do? You know, you say, well, we're transforming, you know, the midlife generation for absolutely millions of people around the world, and we do that by having a podcast and content.

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55/Redefined: you know, various things, but you're transforming midlife, so that's what you're doing. And whatever it is that anybody's doing, you know, whether they're studying a new course, whether they're going to develop a hobby that they've not picked up in 30, 40 years.

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55/Redefined: there's a way of describing not just the what, but the why you're doing it, which then has a real impact on the recipient. And I think when you do that, you develop your own self-confidence and your own value, and you can own your own space with a little bit of sharper elbows, going, yeah, actually, I do deserve to be here in this conversation. I'm not just a job title, I'm not just a role on a business card, I am

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55/Redefined: you know, I am making an impact on the world, and this is how I'm doing it. But so, you know, we put so much effort into career planning and life planning in our youth, and then, you know, perhaps mid-career in 30s and 40s.

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55/Redefined: But it just then completely tails off as people hit, you know, kind of late 40s, their 50s, their 60s, their 70s. And I'm like, no, no, no, this is where you are now at your… literally your cleverest. You've got crystallized intelligence.

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55/Redefined: Let's face it, as humans, we can't even use both sides of our brain until we hit the age of 25.

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55/Redefined: So, at this point, we can be logical and creative, we can problem-solve better than anyone before, so how are we going to use all of this knowledge? And again, giving people agency, so I share some of the tips and tricks around how do you continue to grow neurons every day.

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55/Redefined: You know, we can't stop our bodies

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55/Redefined: physiologically aging, that's just a matter of life, but you can 100% brain aging by growing new neurons. You have an infinite ability to continue to do this through life, and so giving people the methods to do that, and knowledge around that, particularly if they've perhaps always been self-employed, or they've not had that kind of education, or they've not had that background.

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55/Redefined: which has exposed them to this kind of knowledge, I think that can be transformative to people to give them that knowledge that means that they can change their own life.

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The Midlife Mentors: Yeah, absolutely. We talk a lot about, kind of, reprogramming your mind, because I think sometimes we… we have been stuck in this… this kind of one way of doing things, and then we start to question it as… as we get to this, kind of, middle life.

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The Midlife Mentors: And we start questioning it, but then our brain, that needs to be almost rewired. So, like, how do we start…

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The Midlife Mentors: doing that, so that we are shifting that self-identity. So, yeah, so we can kind of, like, stand in that new place, that new identity, and feel more self-assured.

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The Midlife Mentors: I think, yeah, I think the power of the brain is still so, so untapped. Oh, yeah. So untapped. So it's amazing that you give all these tools. Your book sounds absolutely amazing.

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55/Redefined: Yeah. Well, it's… and there's so much of unpicking, you know, money. Money is another thing, right? It doesn't matter.

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The Midlife Mentors: annoying set.

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55/Redefined: Oh my god, it doesn't matter if you've got pots of money, and it doesn't matter if you've got no money, neither of those things gives you purpose in life. It doesn't make you happy.

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55/Redefined: It can ease situations, don't get me wrong. And so, again, I, you know, have a real exploratory

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55/Redefined: through money. And what does that mean, whether you're in the have or the have-nots camp, actually? So, a big part of me was writing for everybody. It's not for, you know, white-collar readers on LinkedIn. You know, it's literally a book for everybody. It's a very accessible book that I hope really helps millions of people around the world, wherever they're living, and whatever their circumstances. But money is a thing that people anchor on, so

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55/Redefined: given I've got this absolute mission to retire the term retirement, you know, by the time I'm hitting 70, like, if anyone's still talking about retirement, I've failed, right? But I want to retire the term retirement, you know, but to do so, you have to unpick some stuff, and so when people anchor on a retirement age, normally they do so for one of two reasons.

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55/Redefined: they either anchor on a financial figure, where they think, through their sons, they're figured, a bit like you said earlier, James, you know, I've worked out I need this much money, and once I've got this much money, I'm free, and I can afford to not work.

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55/Redefined: or they anchor on an age which is a completely irrational anchor, based on, an age that they came up with when they were in their 20s, you know, I will be retired by 58 or 60, an age that a parent retired at, or an age that they lost a loved one. So, my colleague died at 55, and therefore, I am now.

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The Midlife Mentors: I've seen that a lot.

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55/Redefined: a day beyond 55, so they anchor completely rationally on something that's nothing to do with them and their life, or they anchor on a number.

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55/Redefined: And, again, neither of those things make you happy, and so unless you, you know, it doesn't matter when you retire, doesn't matter whether you retire at 50, or whether you retire at 80, or you never retire at all, unless you know what you're going to be doing with your time.

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55/Redefined: how are you going to be waking up in the morning? What is it you're going to be doing? Why are you getting dressed? What are you even wearing? You know, what are you thinking about? What's challenging your brain? What's getting you excited? Until you've sold for that, these things are completely irrelevant questions.

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55/Redefined: And so, once we find, you know, and then I can say this in my corporate life, because we have a brilliant corporate solution called Me Redefined that we deploy in large companies.

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The Midlife Mentors: Yeah.

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55/Redefined: helps people go on this kind of journey, and it's the minute they've got a plan for the future.

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55/Redefined: they completely remove their desire to retire. We see it jump by a minimum of 5 years, normally 10 years, and they're like.

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55/Redefined: why was I… you know, why was I thinking I had to stop work to do that? Why can't I do both?

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55/Redefined: why can't I just tilt the balance and work less and live more over a period of time? Why did I think that this would make me happy? You know, and we even see in the work context, colleagues start to reach out to people they used to work with that they know had retired in the last, kind of, 3 to 5 years, and ask them, are you happy?

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55/Redefined: And they will get very mixed answers around that, but particularly men will often say, no, I'm not. I miss all of the things I thought I hated about work.

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55/Redefined: I miss. You know, that person that I didn't used to get on with, but actually gave me a challenging conversation, you know, the needing to be somewhere and do something for someone, that feeling of feeling needed as a human being. Clothing, a reason, you know, reason to go to that great coffee shop, you know, that used to be me, where I worked. All of these things they miss from their life.

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55/Redefined: And so, again, another way we keep people kind of really engaged is, like, paying forward these stories of people that are 5, 10, 15 years ahead of you, going, what do they wish that they'd thought about? What are the questions they wish they'd asked themselves before they called the ripcord?

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The Midlife Mentors: Hmm.

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The Midlife Mentors: Lindsay, I want to ask something, like, psychological safety is a really important driver of human behavior, and there'll be people listening to this going, I feel really inspired right now, but then they'll think about it, and they'll let fear become a player.

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The Midlife Mentors: How important is it to have a plan that's all worked out of what you're gonna do, versus just trying stuff and seeing what you like and what works and what doesn't?

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55/Redefined: Yeah, 100%. So, there's a whole section, actually, I do, which is around what's holding you back. So fear, and particularly

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55/Redefined: Fear of disappointing others is a big

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55/Redefined: reason for people not to, you know, fear of, you know, if I take that big career leap and leave the job I hate and go and restudy, what happens if I don't get another job? What happens if no one wants to employ me? You know, if I, you know, I can't cope with being a caregiver to this family member and the intensity that I'm doing, what's everyone going to think to me if I say that I don't want to do that? You know, I'm a… let's say I'm about to become a

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55/Redefined: parent, and, you know, my adult kids are going, great, we're going to move near you, Mum, so you can look after our kids, and I'm thinking, please don't, I don't want to look after your kids. You know, fear if I don't know how to have that conversation, that I don't want to be a full-time grandparent. I want to be a weekend grandparent, and I love my career, and I want to keep working. So, so fear's a massive thing that stops people taking action. So there's an element around how do we unpick that? You know, how do we

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55/Redefined: really, and this is, I think, the beauty of a book, actually, whether you listen to books or whether you read books, but it is an intimate conversation, so it's not that psychological safety is… you're not having to say this out loud. You know, you're not having to have these challenging conversations. You are just processing them in your own head and going.

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55/Redefined: could I do that? You know, what would happen if I did that? And what's the worst that would happen if I planned that? And so you can kind of get to a comfortable position before you actually decide that you're going to tell anybody, if you decide at all that you're going to tell anybody about what's going on in your head. So I think that piece is really there.

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55/Redefined: And then for me, it is about this coming back to it, you know, every 10 years, every 5 years, every year, and going, do you know what? There isn't just one purpose in life either. You know, I'm an entrepreneur, right? And this is my 8th business, and everybody has this thing that

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55/Redefined: Like, to be an entrepreneur, you have to be an inventor, you have to have come up with the iPhone, or, you know, you need to have come up with something static. Like, no, you just need to do something slightly better than the next person.

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55/Redefined: And then you've got a successful…

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The Midlife Mentors: I'm into that! I love that. I love that.

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55/Redefined: all you need to do, whether it's a coffee shop that's just better than the other coffee shops in your high street, you know, whether it's a podcast that's a better podcast than the other podcasts in that genre, that's all you have to do as an entrepreneur. And so we put these big barriers

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55/Redefined: But, you know, I've had 8 different purposes in my career so far, and I'm 47, you know, I'm not done yet. And so there's gonna be… there's gonna be something every year that I'm trying to solve and trying to get closer to that, really means that actually you just keep reinventing yourself and giving your permission to go, actually, that wasn't the thing I thought it was going to be.

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55/Redefined: So I'm going to go back to the drawing world, I'm going to go back and do my ikigai, and go, right, okay, well, where else could I go? What else is interesting to me that I… it's a little thread that I can start to pull on, and go, okay, let's see where this takes me.

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The Midlife Mentors: Yeah, I love that. I love that reinvention. And I think that… that's the thing, isn't it? Like, we see a lot with our clients, it's… it's those beliefs, it's like, what's that part of, like, what's holding you back? What are the stories you're telling yourself?

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The Midlife Mentors: And are they even true?

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The Midlife Mentors: You know, are they really true? Like, we've taken clients who… I love that, you know, like, getting them to question, they've got this real thing in their head, and they're like, hold on to it as a belief that's true. And then you're kind of like, is it really? One of the things I was going to actually say to you, and ask you is, kind of to wrap up, I suppose, as we come to the end of the podcast, is if someone is listening to this, like Jane's saying.

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The Midlife Mentors: just so fired up and so excited, which I know they will be, because I am. I'm sitting here like, this is an amazing thing for Lindsay to be putting out in the world. So they're, like, really, really super excited.

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The Midlife Mentors: Other than buying your book, which is going to take them through this entire process, what would you say is the top thing? What would you say, if you had someone sitting in front of you right now, going, this all sounds amazing, where do I start? What would you say, other than buying the book?

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55/Redefined: So, the book gives structure, and it gives you that base level of knowledge.

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55/Redefined: need to do to take action. But aside from that, it would actually just be

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55/Redefined: Booking an appointment with yourself to think about what is it that you want to do in the next 5 to 10 years.

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55/Redefined: I find so… people are so busy with life. So busy with life. And they'll make time to, oh, I need to book a holiday, or I need to sort out that dentist appointment, and I need to do this. And life is what's happening to them as they're, like, in this busy rush going forward.

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55/Redefined: But I see so few people that are making plans, so they're literally sleepwalking into the best years of their life without a plan and a strategy. So whether they read the book, whether they don't read the book, whether they need support or don't need support, just spending some proper

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55/Redefined: hours, and I don't mean, like, a minute, I mean hours, really thinking about What do I want?

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55/Redefined: for the next 5 to 10 years, you know, what do I want my health to be? What do I want my relationships to be? What do I want my work situation, my financial situation? Where do I want to live? You know, we're in a digital nomad world right now. You know, my… the guy who's, you know, just started working with my marketing team, he's currently based himself in Vietnam. You know, he's like, well, I've just never been here, I thought I'd work here for a month.

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The Midlife Mentors: I couldn't love that!

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55/Redefined: as long as you don't mind being on a crazy hour call with me, crack on! You know, so, you know, I just think…

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55/Redefined: the boundaries are open, but we've got to have a plan. And so that would be the big thing to me, is that, when did you last invest in yourself, and spend the proper time thinking about shaping what does the next few years look like for you?

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The Midlife Mentors: That's such amazing advice. Great advice. I love that. Oh, it's been so good talking to you. I can talk to you for ages. Got, like, a whole list of questions that we were going to go through, and, like, a lot of the time, we've just kind of gone with the flow of it, but it's just been…

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The Midlife Mentors: so wonderful to speak to you, and we're very on the same page with everything, and just really looking forward to people grabbing hold of your book, because I just…

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55/Redefined: Thank you.

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The Midlife Mentors: know it's gonna help so, so many people. Yeah! It's Age Rebellion, available in all good bookshops and all online retailers.

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55/Redefined: It's everywhere. Everywhere around the world, so, it publishes in the UK and Australia and India on the 7th of May. It publishes across North America on the 12th of May, and so it'll be available on all those, and it's, I've recorded the audiobook, so if you like a bit of swearing, you can get the audiobook.

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The Midlife Mentors: It's fantastic.

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55/Redefined: In the book, there's a few more hashes around where I was around, but on the audiobook, they didn't bleep me out. And also Kindle version and hardback, so hardback is what's just coming out in the stores. So yeah, so literally any retailer, all of the main retailers are on there. But there's also a website, The Age Rebellion, and so because I am this kind of slightly bossy, kind of, you know, stick a rocket up here, get it done, person.

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55/Redefined: there's an ability, when people are working through, that they can register their details, and I can send them, like, a prompt or a monthly idea, or when they get… once they're a year after reading the book, I'm going to give them a nudge and kind of go, look, it's been a year now, so now what are you going to do? What's the plan now? So if you need that little bit of assistance as well, then head over to the agerebellion.com as well, and you'll find some nudges on there as well.

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The Midlife Mentors: Amazing. I'm gonna go and sign up there right now. I know, and also, I've started following you on Instagram as well, and some of the videos. I was like, yes, this lady's got gumption, and.

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55/Redefined: Well…

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The Midlife Mentors: Boiced it, I love it, I love it.

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55/Redefined: There is, yeah, so Instagram, The Age Rebellion, and Facebook, The Age Rebellion, and then I'm also personally on Instagram as Lindsay Simpson, or Simpson.lindsay, I think it is on Instagram. So yeah, please do give me a follow, and, and there's so much more to come on the social channels, actually. I've been doing, box pop recordings.

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55/Redefined: for the last few months, with different people asking them, you know, what are they better at now than they were when they were younger? What are their hopes for the future? And there's just, you know, people from all walks of life, from everywhere, and so, you're gonna love the age levels that I start introducing people to around the world.

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The Midlife Mentors: I think in a world… I think in a world where we are bombarded with such shit news a lot of the time, and where it's just division and fear, and this is what we need. Like, we need this kind of motivating, inspiring, and uplifting stuff, especially around this midlife arena. Like, we hear so much about, oh, it's all downhill, and the menopause is really… and you're like.

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The Midlife Mentors: Come on!

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55/Redefined: Absolute. Absolute tosh. Absolute tosh. And by the way, this is now the majority cohort, so 50% of the population are now over 50.

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55/Redefined: So we're no longer a triangle population, where we used to have older people and then everybody was younger. Nobody's having kids. I don't have kids.

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55/Redefined: So, our population, you know, is now a square, where we are equal, 50-50, but over the next, kind of, decade or so, it goes the other way around, as we have a majority older population. And so, again, you know, I am absolutely glass half full, guys. If you're not getting that gif, you will get that. But what does that mean if you're thinking of reinventing yourself? Well, it means that every product, every service.

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55/Redefined: Everything that every human uses on the planet is going to need reinventing, because no one wants grey plastic walking sticks. Nobody wants, wearable devices that look like they're bandaging up to something, you know. All of these things, you know, no one wants, you know, unattractive hearing aids, you know, all of these things that are going to help us live our daily lives to the fullest need people in this age group developing better solutions, better service.

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55/Redefined: better marketing, and that means that every company needs to employ that demographic, because that's where all the consumers are.

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55/Redefined: So, you know.

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The Midlife Mentors: What an amazing way to finish. Love this. Oh, Lindsay, you're just a breathable chair. You really are. Thank you so, so much.

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55/Redefined: Thank you for having me on.

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The Midlife Mentors: Thank you so much!