S6 Ep 98 - The New Rules of Retirement

In the season finale, I tear up the traditional retirement rulebook and replace it with a bold, human, and rebellious manifesto for the second half of life. The old rules — work 40 years, aim for "enough," play it safe, slow down — were never designed for modern retirees who want meaning, energy, experiences, connection, and agency. This episode lays out The New Rules of Retirement — ten powerful principles for anyone who refuses to drift through retirement and instead wants to design it boldly, live it fully, and leave a legacy that's felt as much as it's funded. This is your encore… so make it loud. What You'll Learn Why the old retirement rules are outdated, limiting, and designed for a different era Ten modern, human-first principles for living boldly after work Why retirement isn't the end — it's the starting line How to prioritise time, meaning, purpose, and memory dividends over fear and preservation Why confidence comes before clarity, and flexibility beats perfection The truth about retirement as an emotional journey, not just a financial event How to shape a legacy through impact, stories, and how you live — not just what you leave Challenge of the Week 👉 Write your own new retirement rule. Just one. Something that becomes a north star for how you want to live the next chapter. Examples: "I spend without guilt when it brings me joy." "My time is my greatest asset." "I will not shrink my life to fit someone else's expectations." "I choose connection over busyness." "The second half of my life will be better than the first." Write it. Repeat it. Live it. Resources & Mentions The New Rules of Retirement — Dan's Season 6 manifesto Episode references: Episode 4: Time Isn't What You Think It Is Episode 9: The Retirement Reinvention Curve Episode 10: Modern Software, Ancient Hardware Episode 11: The Retirement Focus Ratio My sketches, book, and newsletter Final Note This episode wraps Season 6, a season dedicated to human-first retirement, emotional truth, and challenging the defaults. If these conversations have sparked anything in you, share them with someone who needs a more rebellious, honest, and liberating view of retirement.

Most financial planning conversations in retirement are 90% about money, but most retirees spend 90% of their time thinking about life. That's the Retirement Focus Ratio, and it's completely out of sync. In this episode, I challenge the industry obsession with spreadsheets and show why the real success of retirement isn't built in Excel, but in how you live, spend, and find meaning after work. You'll discover how to rebalance your focus from money to life, and why the best retirement plans aren't about preserving wealth; they're about unleashing it to create joy, connection, and purpose. What You'll Learn Why retirement planning often solves the wrong problem The disconnect between financial advice and emotional reality How to flip your Retirement Focus Ratio from 90% money / 10% life to 50/50 (or better) The key steps to building a life-led retirement plan How money becomes more meaningful when it supports purpose Why you can't measure joy in basis points, but you can design for it Challenge of the Week 👉 Audit your own Retirement Focus Ratio. Ask yourself: How much of my energy is focused on money vs life? What would go in my "Retirement Life Plan"? What's one step I could take to shift the balance? Then take action: Book a call to talk about legacy Write your ideal week Start a "Life List" — not a bucket list The goal isn't to ignore THE money. It's to elevate THE life. Next Episode Coming up in Episode 12 — the grand finale of Season 6: The New Rules of Retirement (For Rebels Only) A bold manifesto for those who refuse to drift through retirement, and want to design, live, and leave a legacy on their own terms.

Retirement is a modern invention, but your brain didn't get the upgrade. In this episode, I unpack why so many retirees feel restless, guilty, or underwhelmed, even when life looks "perfect on paper." It's not because something is wrong with you, it's because you're trying to run a 21st-century life on Stone Age wiring. I explore the mismatch between modern retirement and ancient survival instincts, why you struggle to relax, why doing nothing feels uncomfortable, why spending feels risky, and why your brain craves purpose, progress and tribe. Most importantly, I share how to retrain your mind for this new chapter, without fighting your biology. What You'll Learn Why retirement feels unsettling (and why it's not your fault) The clash between modern freedom and caveman brain wiring How dopamine, productivity and survival instincts mess with your retirement mindset Why your brain resists rest, spending and stillness Five ways to "upgrade the software" — from micro-missions to novelty, contribution and healthy discomfort How to feel useful, alive and excited again in retirement Challenge of the Week 👉 Pick one "Brain Upgrade" and try it for 7 days: Set a Micro Mission (e.g. walk 10k steps daily, plan a trip, finish a book) Add Novelty — try something new for 30 minutes a day Create Contribution — teach, help, give or mentor someone Introduce Healthy Discomfort — cold shower, tech-free evening, social challenge At the end of the week ask: How did it feel? What did it teach me about what my brain needs? Resources & Mentions Micro Missions, Contribution Loops & Novelty Windows — My behavioural retirement tools Next Episode Episode 11 — The Retirement Focus Ratio: Are You Solving the Wrong Problem? Why most retirement plans are 90% about money… but most retiree worries are 90% about life. And how to fix the imbalance.

Retirement isn't a finish line; it's an emotional rollercoaster. In this episode, I break the myth of the "happily ever after" retirement and introduce The Retirement Reinvention Curve — an honest, human map of what really happens when the work stops and life after work begins. From the initial shock and elation to the frustration, doubt, and eventual flourishing, I unpack the eight emotional stages we all go through when redefining identity, purpose, and meaning beyond the job title. This isn't about pensions or spreadsheets, it's about becoming who you are next. What You'll Learn Why retirement isn't a single event but a psychological transformation The 3 phases and 8 stages of The Retirement Reinvention Curve How to recognise where you are, and why nothing is "wrong" with you The real reason traditional retirement advice skips the emotional work Practical ways to move through frustration and doubt toward purpose and joy Why rebuilding your identity takes time, curiosity, and compassion Challenge of the Week 👉 Draw your own Retirement Reinvention Curve. Sketch a simple line from left to right — no artistic skills required. Then mark: Where you've been Where you are now Where you want to go next Write one sentence for each stage you've experienced: "What did it feel like? What did it teach me?" Then ask: "What does my next phase need from me?" Because awareness is the first step to reinvention. Resources & Mentions The Retirement Reinvention Curve — My framework for navigating the emotional journey after work. Next Episode Coming up in Episode 10: Modern Software, Ancient Hardware Why your brain wasn't built for retirement, and how to trick it into thriving in a world without structure, deadlines, or dopamine hits from work.

Tax. Death. Legacy. Three words that make most people squirm, but avoiding them doesn't make them go away. In this unapologetically bold and surprisingly uplifting episode, I turn the "taboo trifecta" into a conversation about freedom, meaning, and going out with style. You'll learn how to make tax and inheritance planning feel less like a funeral march and more like an encore. Because facing the end isn't morbid, it's empowering. And when you deal with your legacy intentionally, you stop hoarding, start living, and find your encore energy. What You'll Learn Why avoiding tax and death planning just creates chaos for the people you love Smart, simple ways to reduce tax without making life smaller Why trying to pay zero tax can actually limit your freedom The five essentials of facing mortality like a grown-up (and a rockstar) Why legacy is about memories, not just money How to turn your final chapter into something worth celebrating Challenge of the Week 👉 Complete one "Rock 'n' Roll Legacy Task." Pick one: Update your will Create or add to your Death File (accounts, wishes, passwords, etc.) Book a review of your tax and inheritance plan Write a letter to your future heirs Plan a Memory Dividend event — a trip, gathering, or moment you'll fund with joy You don't have to finish everything. Just start.  Because the ultimate act of love isn't what you leave behind, it's the clarity you leave people with. Resources & Mentions The Death File — Dan's "love on paper" concept for legacy admin Memory Dividends — Inspired by Bill Perkins' Die With Zero Next Episode Coming up in Episode 9: The Retirement Reinvention Curve: The Emotional Sh*tstorm You Didn't See Coming We'll unpack the real emotional rollercoaster of retirement, from the initial high to the inevitable dip, and explore how to rebuild and reignite your sense of purpose, identity, and joy.

Most people treat retirement planning like an Olympic sport, building spreadsheets, forecasting returns, and trying to engineer certainty in a world that's anything but certain. But here's the truth: no plan survives contact with real life. In this episode, I unpack why traditional retirement plans often do more harm than good,  creating false security, stifling adaptability, and ignoring the human side of money. You'll learn why the best retirement plan isn't a fixed prediction, but a living process that evolves with you. Because the plan isn't the point... You are. What You'll Learn Why most traditional retirement plans fail (and how they create false security) The difference between planning and plans, and why adaptability wins every time The 5 elements of a Living Plan that actually work in the real world How to balance numbers with meaning and flexibility with confidence The question every retiree should ask: "Is my plan protecting me, or preventing me from living?" Challenge of the Week 👉 Audit your plan — or your mindset about planning. Ask yourself: Is my plan giving me clarity, confidence, and control, or just false certainty? Where am I clinging to a version of the future that no longer fits? What's one thing I could loosen, update, or rethink to make my plan feel more alive and aligned with who I am today? You don't need to tear it up. Just tune it up, so it becomes a compass, not a cage. Resources & Mentions Quote: James Clear — "You don't rise to the level of your goals. You fall to the level of your systems." The Living Plan Framework: values-led, flexible, regularly refreshed, guardrails-based, emotionally supportive Next Episode Coming up in Episode 8: Tax, Death, and Rock 'n' Roll Yes, we're going there. I dive into tax planning, inheritance, and legacy design… but without the doom and gloom. Expect honesty, humour, and a fresh take on how to make your final chapter feel meaningful... not morbid.

Most retirees believe the key to a successful income strategy lies in the products — specifically, the right pension wrapper, withdrawal rate, or investment mix. But here's the truth: it's not about products at all. It's about permission. In this episode, I challenge the obsession with spreadsheets and simulations, revealing why confidence to spend doesn't come from perfect plans — it comes from understanding, repetition, and emotional safety. You'll discover the Permission Pyramid, the secret behind guardrails-based freedom, and why your financial plan should feel like permission to live, not a restriction on joy. What You'll Learn Why most retirees don't need better products — they need better permission The myth that spreadsheets create confidence The three levels of the Permission Pyramid: Numbers Clarity, Emotional Confidence, Behavioural Permission How guardrails create freedom (not restriction) in your income strategy The real role of a retirement plan — to give you permission to live well Three key questions to help you feel confident spending your income Challenge of the Week 👉 Write your own Retirement Spending Permission Slip. Literally. Write it down and make it visible. "I, [your name], give myself permission to spend money in retirement that: aligns with my values fits within my plan creates joy, meaning, and memories honours the work I did to earn it and supports the life I want now — not just a future I might never meet." Stick it on the fridge. Make it your phone background. Repeat it until it feels real. Resources & Mentions The Permission Pyramid — My 3-level model for income confidence Guardrails-Based Spending — freedom within boundaries Next Episode Coming up in Episode 7: Your Retirement Plan Is a Lie (But You Still Need One) We'll explore why traditional financial plans often give false security, what happens when life refuses to behave, and how to design a living, breathing plan that adapts as you do.

You've worked hard. Saved smart. Invested wisely. You've built a life where money is no longer the problem. But here's the awkward truth: spending it freely, without guilt, hesitation, or second-guessing, is the part no one prepared you for. In this episode, I unpack why so many retirees struggle to permit themselves to spend, where that scarcity mindset comes from, and how to start using money to create joy, connection, and memory dividends. Saving was your superpower. Spending is your next skill. What You'll Learn Why spending in retirement isn't a maths problem, it's a psychological one The "permission gap" and why most retirees hesitate to enjoy what they've saved How money guilt shows up (and why you're not alone in feeling it) The hidden costs of under-spending... memories, experiences, and lost joy What "good spending" really looks like: values, memory dividends, and well-being Practical tools, from guardrails to pre-spending permission slips, to help you spend with confidence Challenge of the Week 👉 Plan one guilt-free spend, and do it. Not research it. Not think about it. Not ask five friends if it's sensible. Just spend. Choose something that creates a memory, feels indulgent, and is true to you. Then, when that little voice says, "Should I really?" — answer, "Yes. Future Me will thank me." Resources & Mentions Schroders UK Retirement Study (2022): On retirees struggling to spend freely Bill Perkins, Die With Zero — The principle of converting money into meaningful life experiences Retirement planning tools like Guardrails, Bucket Planning, and Spending Statements Next Episode Coming up in Episode 6: Retirement Income Isn't About Products — It's About Permission We'll explore why true confidence to spend comes from psychology, not portfolio returns, and how your retirement income strategy should feel like freedom, not fear.

Retirement isn't about how much time you have; it's about how much time you feel. In this episode, I dive into one of the most misunderstood aspects of life after work: time perception. From brain science to everyday challenges, I uncover why retirement can sometimes feel like a blur and how you can make the most of your time, stretch it, and truly enrich it. What You'll Learn Why your brain experiences time differently once work ends The science of time compression (and why some days vanish while others feel full) How "Memory Dividends" can transform your retirement years The three biggest retirement time traps, and how to avoid them Why time isn't linear but psychological, and how that changes everything How to redefine what "a good use of time" really means in retirement Challenge of the Week 👉 Design your Ideal Day Grab a notepad (or open Notes on your phone) Write out your perfect Tuesday in retirement: when you wake, who you're with, what you do, what you eat, where you are Then bring one small part of that ideal day into your life this week Resources & Mentions Dr. David Eagleman – Neuroscientist and author on time perception Bill Perkins, Die With Zero – Explore the idea of "Memory Dividends" Previous episodes of Humans vs Retirement on purpose, identity, and designing life after work Next Episode Stay tuned for Episode 5: The Skill No One Taught You — Spending Money. I'll explore why retirees struggle to permit themselves to spend, how scarcity creeps in even when you have "enough," and what it takes to break free and truly enjoy your wealth.

Most people retire with a solid income plan but no plan for a life they actually want to live. In this episode, I discuss the five human pillars that make retirement feel meaningful, not just financially viable: Purpose, Identity, Relationships, Structure, and Well-being. Expect punchy stories, research-backed insights, and practical prompts to start building a life worth funding. What you'll learn Why money ≠ meaning in retirement, and how outcomes beat incomes. The Five Pillars framework (Purpose, Identity, Relationships, Structure, Well-being) and how each one stabilises your next chapter. The hidden risk of identity loss after the job title disappears, and two better questions to ask yourself now. Why too much unstructured time can feel like freedom that turns to fog, and simple ways to add rhythm without losing flexibility. The science bits (in plain English): Only 27% of retirees report feeling very fulfilled day-to-day (Stanford Center on Longevity). A strong sense of purpose links to a 15% lower risk of death (JAMA Psychiatry). The Harvard Adult Development Study shows close relationships are the biggest predictor of long-term happiness. 1 in 4 experience mild to moderate depression post-retirement—often due to lost meaning, routine, and social contact (NHS). Challenge of the Week Score yourself 1–10 on each pillar: Purpose, Identity, Relationships, Structure, Well-being. Pick the lowest score and do one tiny action this week to move it up by one point (e.g., book coffee with a friend, start a 15-minute morning walk, schedule a creative hour, message someone to mentor). Small moves → big momentum. Resources & links Mentioned research (as cited in the episode): Stanford Center on Longevity — fulfilment in retirement JAMA Psychiatry (2020) — purpose & mortality risk Harvard Study of Adult Development — relationships & happiness NHS guidance/statistics — mental health in later life Want more? Connect with me on LinkedIn and share your Challenge of the Week answers. Buy my book The Retirement You Didn't See Coming Book a time for us to chat about your retirement plans Next episode "The Skill No One Taught You: Spending Money." We'll get into guilt, scarcity, freedom, joy, and why many retirees have more than enough yet still struggle to spend with confidence.