Seniors and AI: What Could Possibly Go Wrong?

(Spoiler: Everything. And it's going to be hilarious.)

Jan 1, 1970

9 min

Sue Pimento

Let’s be honest: we’ve weathered every tech wave they’ve thrown our way. Rotary phones. Dial-up internet. The BlackBerry. And somehow, we’ve made it to AI. The robots know more about our shopping habits than our spouses do—and honestly, they’re better listeners.


We’ve Survived Every Tech Wave. AI Is Just the Next One.


Remember when the internet first emerged, and everyone claimed it would never take off? Shopping online was considered silly ("Who would buy shoes without trying them on?"), And email sounded like something only NASA engineers would use.


Fast forward a few decades, and now you can't even renew a driver's licence without the internet. So much for "it'll never last."  It all began innocently enough. The first cordless phone was freedom on a frequency—you could step outside, yell "Can you hear me now?" and feel unstoppable. Then came remote controls, launching the golden era of couch-based cardio: jumping up every five minutes to find the one that actually worked. (Still missing: one VCR remote, circa 1987.)

Next came AOL. "You've got mail!" was our first digital dopamine hit. Then the BlackBerry arrived—part phone, part pager, part fashion statement. It was heavy, expensive, and glorious. Until, like a hot potato, we all dropped it for the iPhone—sleeker, lighter, and small enough to fit in yoga pants.

The iPod Nano followed. Goodbye radios, hello playlists! From there came Google, streaming, apps, and clouds (the digital kind, not the ones that ruin golf). And now… drumroll, please…


Artificial Intelligence.


The "It'll Never Last" File: Greatest Misses Edition


We've encountered the skeptics before:


• The Internet: "No one will use it."

• Online Shopping: "People won't buy shoes sight unseen."

• Email: "Who needs digital letters?"

• Voice Assistants: "Talking to a speaker will freak people out."

• AI: "It's just hype—like the Segway for brains."


Well, the Segway is still technically around, but you're not riding one to the golf course. Meanwhile, AI is everywhere—and yes, seniors are joining the party.


AI: The Latest "Fad" That Isn't


If you think AI is a passing craze, you probably also dismissed online shopping and email. (Confession: I once thought, "Who would ever enter their credit card number online?") But AI isn't a gadget—it's the next era. As permanent as gravity, and just as invisible until it knocks something over.


Use of generative AI among older adults throughout North America is growing. A Leger Research study revealed that 1 in 3 Canadians 55+ have tried an AI tool.


We can ignore it, "poo-poo" it, or embrace it. But always remember:

Resisting progress will not slow it down one byte.


Why This Time Is Different


Here's the twist: today's seniors aren't like our parents' generation. We're Boomers with bandwidth.

We were the first to type with our thumbs, track our steps before it was trendy, and FaceTime the grandkids instead of mailing Polaroids. We've earned our tech credentials. Now it's time to flex them in the AI era.


Seniors Meet AI: A Beautiful Disaster

AI promised to make life easier. Instead, for many seniors, it's like adopting a mischievous grandchild who never listens and occasionally orders you twelve pineapples by accident.

Let's be honest—we've all had those moments.


Voice Assistants: The Frenemies

"Alexa, play Staying Alive."

"Calling 911. You appear to be in distress."

"Siri, remind me to take my pill at 8."

"Texting Phil at 8."

"Hey Siri, stop listening." Silence.

"Hey Siri, play jazz music." Still silence.

(Give it a minute… you'll get it.)


These so-called "assistants" are like toddlers with Wi-Fi—they only hear half of what you say, and always the half that causes chaos.


The Sitcom Nobody Asked For

Seniors using AI might just be the world's best sitcom waiting to happen:

• Episode 1: ChatGPT Writes My Will (and Leaves Everything to Wi-Fi)

• Episode 2: Siri Joins My Book Club and Never Stops Talking

• Episode 3: I Asked Alexa to Play Jazz, and She Ordered a Jacuzzi


Coming soon to streaming services everywhere—as soon as we find the remote.


Texting While Senior: A New Dialect Emerges


If you think AI is confusing, try texting with seniors. Somewhere between autocorrect and abbreviations, a new language has evolved—part English, part comedy special:


BTW – Bring The Wheelchair

ROFL... CGU – Rolling On The Floor Laughing... Can't Get Up

LOL – Living On Lipitor

BYOT – Bring Your Own Teeth

TGIF – Thank Goodness It's Four (Early Bird Special)

FWB – Friend With Beta-Blockers

TTYL – Talk To You Louder

LMDO – Laughing My Dentures Out

GOML – Get Off My Lawn


Honestly, AI could spend years decoding that list and still ask, "Did you mean BYOB?"


"But What About Privacy?" (Spoiler: That Ship Has Sailed)


Ah yes, the Privacy Protectors—those well-meaning friends who whisper, "Don't use AI, they're stealing your identity!"


Spoiler alert: that ship already sailed.


Siri and Alexa have been eavesdropping for years. Google knows where you've been, what you've read, and that you googled "how to delete Google history." Uber keeps a record of every trip you've ever taken—yes, even that midnight McDonald's run—and there's no "forget" button.


Most of us have already traded privacy for utility. And honestly? It's not always a bad deal.  I'm happy to share a few megabytes of data if Apple can tell me where I parked in the underground garage with seventeen identical "P2" levels. That's not a conspiracy—that's a lifesaver.


AI saves time, surfaces better options we didn't know existed, and delivers instant answers. No more hunting for the manual to your smoke detector—just snap a photo, and AI tells you exactly which button to push (and which one to avoid).


We're not losing control; we're gaining convenience. And at this stage of life, that's worth more than a few anonymous data points.


Ways Seniors Can Actually Use AI (and Enjoy It)


AI tools are making daily life easier for older adults in practical, accessible ways. Here's how you can put them to work:


The “Start Here” Ladder: Build Your AI Confidence One Rung at a Time

Nobody learns to swim by jumping into the deep end. AI is the same. The trick isn’t to master everything at once—it’s to start somewhere low-stakes, build a little confidence, and move up when you’re ready. Here’s a simple progression that works:


Level 1: Voice Assistants

Risk Level: Minimal

Fun Level: Surprisingly High

-------------------

Start here if you haven’t already. Ask Alexa or Siri to set a timer, play music, check the weather, or settle a dinner-table argument. No typing required.


Level 2: AI Chat Tools

Risk Level: Low (with privacy settings activated)

Usefulness Level: Eye-Opening

-------------------

This is the “brilliant friend who knows everything” rung. Tools like ChatGPT or Google Gemini are free to use and can answer any question—no judgment, no wait times, no office hours. Try drafting a birthday message. Ask it to explain a medical term your doctor used. Get it to suggest a one-week meal plan. You type, it answers. Think of it as Google, but one that actually understands your question.


A Note of Caution (Read This): Before you type anything personal into an AI app, go into the app’s privacy settings and switch off chat history/training so you don’t expose personal information. ChatGPT users can navigate to Settings > Data Controls and turn off "Improve the model for everyone". This prevents your conversations from being used to train future models. For extra privacy, disable "Chat History & Training," turn off memory features, or use the temporary chat feature.


Level 3: Health and Wellness Wearables

Risk Level: Low

Payoff : Potentially Life-Saving

-------------------

An Apple Watch or Fitbit isn’t simply a fancy step counter. These devices now detect irregular heart rhythms, monitor blood oxygen levels, track sleep quality, and—crucially—detect falls and automatically alert emergency contacts. For anyone living independently, that last feature alone makes it a worthwhile investment. You don’t need to know exactly how it works; just wear it.


Level 4: Smart Home Tools

Risk Level: Medium

Payoff: You’ll Wonder How You Managed

-------------------

Smart thermostats, video doorbells, voice-controlled lighting—these are AI tools you set up once and forget. The real win here is independence. Being able to control your home environment with your voice, check who’s at the door from your phone, or have the heat adjust automatically before you wake up: these aren’t luxuries. For many of us, they’re what make staying in our own homes longer a real and practical option.


Level 5: AI-Assisted Financial Tools

Risk Level: Higher.

Stakes Level: Real. So Tread Carefully and Deliberately

-------------------

This level is for when you’re comfortable and curious—not before. AI can now help you understand tax documents, summarize financial statements, compare mortgage products, and even flag unusual account activity. These tools are genuinely powerful. But they work best alongside a trusted human advisor, not instead of one.


Think of AI as the research assistant who preps the questions. Your financial advisor is still the one who answers them.  The key is this: you don’t have to climb the whole ladder today. Pick one level. Try it for a week. Laugh when it goes sideways. Then decide if you want to go higher.


Writing & Editing: Draft emails, thank-you notes, or letters with the right tone—ChatGPT handles over 1 million daily health-related queries from seniors, including help preparing questions for doctor visits

Travel Planning: Find flights, plan itineraries, and even pack your suitcase virtually

Financial Education: Ask about investments or taxes—AI explains without the jargon

Health & Fitness: Wearable devices like Apple Watch and Fitbit track exercise, monitor heart rate, detect falls, and can notify help if you're in an accident

Smart Home Control: Voice-activated systems can adjust temperature, turn lights on and off, unlock doors, and control security—all with simple voice commands

Cooking: "AI, make a meal with tuna, yogurt, and hope"

Entertainment: Jokes, playlists, stories, or party ideas

Learning: Teach yourself a language, an instrument, or how to fix the Wi-Fi (again)


Want to get started? OATS published "AI for Older Adults," a comprehensive guide covering health, finance, and lifestyle applications specifically for seniors. It's available at oats.org.


The Serious Bit: AI and Your Portfolio


Here’s where I put on my serious hat for a moment. The U.S. stock market is currently top-heavy with AI darlings—Nvidia, Microsoft, Alphabet, and Meta. Great companies. Exciting times. But retirement portfolios are not the place for a single-themed bet.


If your retirement savings are overloaded with AI stocks, a correction could make your portfolio look like your Fitbit step count on a February long weekend. Diversify. Always. Love tech. Just don’t go steady with it. For more on this topic, check out Part 1 of my post: The Retirees' Guide to Market Volatility: Building Your Financial Safety Net


Embrace AI, Don't Fear It


AI is here to stay. Think of it as your digital assistant, not your replacement.

Our generation has lived through it all: dial-up, disco, dot-com booms, and Bitcoin. If anyone can handle the rise of the machines, it's us. We figured out VCRs (eventually), navigated online banking, and mastered Zoom backgrounds (some better than others). And no, blurred does not count as a background.


So fire up your curiosity. Try ChatGPT to plan your next vacation, use Google Gemini to get thoughtful answers to complex questions, or tell Alexa to crack a joke. (She's still learning… but she's improving.)


We’ve adapted before. We’ll adapt again. That’s actually what we do. One baffling software update at a time.


And here’s what no algorithm will ever replicate: Us. Our humour. Our resilience. The comedy gold of a pocket-dial to our X at 1am. The triumph of finding our reading glasses—while wearing them. AI is smart. But we’re wiser. And that still counts for a lot.


So, here's the deal: AI can predict the stock market, diagnose your rash, and write a sonnet in seventeen seconds.


But


It still can't find your car keys, remember why it walked into the kitchen, or laugh until it snorts at its own joke. We've survived disco, dial-up, the dot-com crash, and that one Zoom call where someone didn't realize their camera was on in the bathroom.


We will absolutely survive this, too. AI isn’t here to replace us; it’s here to keep up with us. And frankly, after decades of dealing with actual humans, a very smart, endlessly patient, never-hangry assistant sounds like an upgrade.


So, when the robots eventually do take over, they'll need someone to tell them to slow down, dress properly, and call their mother. That's where we come in. Same as it ever was. One baffling software update at a time.


Need more guidance? Here are some helpful resources:

AARP's 2025 Tech Trends Report – Research on how older adults are using technology

Bethesda Health Group's AI Guide for Seniors – Practical everyday applications

Ultimate Senior Resource: Top 10 AI Tools – Detailed reviews of the best AI tools for older adults


Don't Retire...ReWire!


Sue


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Sue Pimento

Sue Pimento

Founder | CEO

Writer, author & presenter focused on financial literacy and retirement strategies. I advocate for the health, wealth & purpose for retirees

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Canada’s Retirement Problem Is Not “Boomer Luxury Communism” featured image

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Canada’s Retirement Problem Is Not “Boomer Luxury Communism”

A recent Washington Post column by Pulitzer Prize-winner George F. Will caught my attention. A prominent American conservative warns about a demographic apocalypse. Normal Monday. His argument: an aging population and a politically powerful senior cohort are driving unsustainable government spending, leaving younger generations to foot the bill. He even has a name for it: “Boomer Luxury Communism.” (Does George Will need a Snickers bar?) It made me wonder: are the same forces reshaping retirement here in Canada? I’ve heard the generational accusations. Boomers took the good pensions. Boomers drove up housing. Boomers left the mess. Boomers won’t move and sell me their house. But here’s the thing. Boomers don’t have a case of “Pierre don’t care.” Most of them are quietly terrified. After 25 years in financial services and a decade sitting across kitchen tables from Canadians over 55, I think the story is a lot more complicated than that. 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In fact, many older Canadians are experiencing something quite different: Financial uncertainty. Despite having significant assets.  On paper, many retirees look secure. They may own their home outright. They may have some savings and receive income from programs like CPP and OAS. But much of that wealth is tied up in housing. Families led by someone aged 65 or older now have a median net worth exceeding $1.1 million, the highest of any age group. (Source: Statistics Canada, Survey of Financial Security) Yet the same data also reveals something important: The value of the principal residence for many seniors far exceeds their retirement savings. Many Canadians are increasingly finding themselves asset-rich on paper but cash-flow constrained in practice. The Rise of FORO: Fear of Running Out When you look more closely at the financial picture for many retirees, income streams are often modest and heavily exposed to inflationary pressures. 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The result is a retirement system increasingly dependent on housing wealth, whether policymakers openly acknowledge it or not. Government is beginning to feel the financial pinch as well. A recent report from the C.D. Howe Institute estimated that demographic aging alone could create more than $2 trillion in long-term fiscal pressure for provincial governments, driven largely by healthcare and age-related spending. In the mid-1970s, there were nearly seven working-age Canadians for every retiree (Source: Statistics Canada). Today, that ratio has fallen to closer to three-to-one.  It's a profound demographic shift that is placing growing pressure on labour markets, healthcare systems, and public finances. As retirements accelerate, fewer younger workers are available to replace them, reshaping the country’s economic and fiscal balance. Even high levels of immigration are unlikely to fully offset Canada’s aging challenge over the long term. These pressures are real. 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Downsizing: The Biggest Retirement Myth We Keep Repeating featured image

9 min

Downsizing: The Biggest Retirement Myth We Keep Repeating

I have a friend who announced she was downsizing the way some people announce a move to Tuscany. Lightness. Optimism. A touch of smugness. Six months later, she called me from her condo and whispered, “Sue… I think I bought a very expensive closet with a concierge.” Welcome to downsizing, the most celebrated, most recommended, and most wildly misunderstood retirement strategy in Canada. Like most things that sound simple, it works beautifully until you look a little closer. I spent a decade in the reverse mortgage industry watching this play out. Clients would come in — smart, capable, financially savvy people — who had spent years being told their retirement plan was simple: sell the big house, buy something smaller, pocket the difference, and ride off into the sunset. Many of them were sitting across from me because that plan had not worked the way anyone promised. The advice was decades old. Their lives were not. Two Retirees. Same Strategy. Completely Different Outcomes. Let me introduce you to Carol and Robert, whose stories say everything. Carol did everything right. She sold her long-time home, bought a sleek condo, freed up some equity, and checked every box on the “responsible retirement” list. On paper, it was a perfect move. In practice, she lost her community, her routines, her doctor, and a piece of her identity. She found herself sitting in a condo surrounded by unpacked boxes, wondering how a smart financial decision could feel so much like a personal loss. Robert also did everything right, but his story unfolded differently. He sold his home, moved closer to family, bought something smaller, and banked a meaningful sum. What he gained had very little to do with the numbers. He gained connection, belonging, and a life that felt fuller, not smaller. The strategy was identical. The outcomes were not. That is the uncomfortable myth about downsizing. It is not a formula. It is a life decision disguised as a financial one. The Downsizing Math People Love to Quote For decades, downsizing earned its reputation honestly. Retirement was shorter, often fifteen to twenty years. Pensions were stable. Housing was affordable. Families lived closer together. Selling your home and buying something smaller freed up real capital and meaningfully cut expenses. It was practical, logical, and often the right call. Fast forward to today, and almost none of those conditions still apply. Retirement now runs twenty-five to thirty-five years — a span longer than most people’s careers were when this advice was invented. Defined benefit pensions have largely become a public sector privilege. In the 1970s, 90% of private-sector workers with a workplace pension had a defined-benefit plan. Today, that figure has dropped to roughly 40%, and that’s only among the shrinking share who have any pension plan at all (Canadian Centre for Policy Alternatives, 2025). Housing prices have surged far beyond income growth.  Real estate now accounts for over half of household wealth in Canada. Meanwhile, according to Statistics Canada, the average Canadian at sixty-five has approximately $272,000 in retirement savings, while estimates for a comfortable retirement often exceed $1 million. That is not a gap. That is a canyon. This gap turned the family home into something it was never designed to be. Not just a place to live, but a retirement plan. And once that shift happened, we collectively made a convenient assumption: the only way to access that wealth is to sell the house. That assumption is where things begin to unravel. The four assumptions that made downsizing work are no longer as reliable as they once were. 1. Smaller homes are cheaper. In many markets, the opposite is true. Smaller properties often command higher prices per square foot, and retirees now compete with first-time buyers and investors for the same limited inventory. That charming condo may cost nearly as much as the house you just sold. 2. Selling releases meaningful capital. Transaction costs alone can consume eight to twelve percent of the home’s value. Commissions, legal fees, land transfer taxes, moving costs, repairs. What looks like a windfall on paper can shrink dramatically before you ever see the money. 3. New home costs will be lower and more predictable. Condo fees, special assessments, and rising insurance costs tend to quietly escalate. What was supposed to simplify your financial life can quietly complicate it. 4. The process is straightforward. Market timing plays a much larger role than most people realize. Selling in a soft market while buying in a strong one can erode value on both sides. Downsizing is not just a financial decision. It is a transaction with real timing risk. When all four of these assumptions weaken at once, the outcome can be very different from what was promised. And yet, despite the evidence, the advice has not changed. We still tell people to “just downsize,” as though the calendar hasn’t moved since 1987. Nostalgia is not a strategy. The Part Nobody Puts in the Spreadsheet Here is what the financial projections consistently leave out: the emotional weight of this decision is enormous, and most people dramatically underestimate it. We are not talking about a slight reluctance to pack boxes. We are talking about the deep, visceral human attachment to home. The place where you raised your kids, hosted Thanksgiving, walked the dog, and knew every creak in every floorboard. The urge to age in place is powerful, primal, and not remotely irrational. And when we dismiss it with a spreadsheet, we are not being helpful. We are being reckless. And here is the harder truth: to make the numbers actually work, people often need to move two or three hours away into smaller communities where housing is genuinely cheaper. That means leaving your neighbourhood, your friends, your church, your yoga class, your doctor of twenty years, and your very carefully curated hairdresser. (Finding a new hairdresser in a rural town? That is not a life transition. That is a medical emergency.) Re-establishing a full support network in an unfamiliar community is daunting and exhausting work for anyone at any age. It often requires the senior to resume regular driving, something many are quietly hoping to scale back. And then there is healthcare. Access to specialists, familiar family physicians, and hospital services is non-negotiable for most people over sixty-five. It does not figure neatly into a spreadsheet, but it absolutely figures into the decision. I have never once met a senior who said, “You know what, I’m really glad I had to find a new GP at 72.” The urge to stay put almost always wins. Here is something worth sitting with: every older person knows what it is like to be young, but no young person knows what it is like to be old. That asymmetry matters enormously in this conversation. A well-meaning adult child running scenarios on a laptop has never felt the specific, irreplaceable comfort of a neighbourhood they have lived in for thirty years. Really listening — not just problem-solving — can bridge that gap. Because retirement is a family affair. And the families who navigate it best are the ones where everyone feels heard before anyone pulls out a spreadsheet. The Conversation That Actually Needs to Happen Financing retirement is not a binary choice. Downsize or don’t. That framing does everyone a disservice, and spoiler alert: the senior will almost always choose not to downsize. The real question is what happens next, because “stay put and hope for the best” is not a retirement plan. It’s a wish. The more useful conversation is about how to create cash flow while staying put. And that conversation is a minefield if you are not prepared. Here is the first obstacle: suggesting any kind of loan to finance retirement is a spectacular lead balloon. These are people who spent forty years lecturing their kids to pay off their mortgages and eliminate debt. Debt is the villain in their financial story. It is a bug, not a feature. So when you walk in and suggest that borrowing against their home might be the solution, their internal switchboard immediately puts that call on permanent hold. And if you mention a reverse mortgage? The Cybertruck of mortgages. The product everyone has an opinion about and almost no one fully understands. You will get one of two responses: the “talk to the hand” or the look usually reserved for the person who reheats leftover fish in the office microwave. Is some of that resistance rational? Absolutely. But is some of it just fear in a hat — old anxiety dressed up as financial principle? Also yes. This is why the key is to ask, not tell. The moment you lead with a product, you’ve lost the room. Lead with questions instead: • What are your actual cash flow needs? • How are you planning to meet them? • Are you carrying debt that is quietly strangling your monthly budget? • Do you need a lump sum, or do you need more reliable monthly income? The answers look very different, and they lead to very different solutions. If the goal is to free up monthly cash flow, paying off high-interest debt using home equity may deliver an immediate and meaningful result. A home equity line of credit can do that cleanly. If the goal is ongoing income, a reverse mortgage can provide tax-free monthly payments or a lump sum without requiring a move or a monthly repayment. If there is room on the property, a secondary suite or an addition can generate rental income and potentially add long-term value. For those comfortable thinking a few steps ahead, using a reverse mortgage or HELOC to purchase an annuity or a small rental property creates a stream of sustainable income that has nothing to do with square footage. None of these options shows up in the standard “should I downsize?” conversation. They should. The biggest financial mistake most retirees make is not the decision they choose. It’s the options they were never shown. Back to Carol and Robert Their outcomes were not the result of luck or timing. They were the result of alignment. Robert moved toward what he wanted. Carol moved away from what she felt she should. One decision created a sense of expansion. The other created a sense of loss. No spreadsheet captures that distinction. But it is the distinction that matters most. Downsizing is neither inherently good nor bad. It is simply a tool. When it is driven by clear goals, realistic assumptions, and an honest accounting of both the financial and emotional realities, it can be genuinely transformative. When it is driven by habit, pressure, or advice that stopped aging well some time ago, it tends to lead somewhere Carol knows well. So before you follow the script, pause long enough to ask a different question. Not “Should I downsize?” but “What do I actually need, and what are all the ways I can get there?” Retirement is not about having less space. It is about having more life. The right strategy is the one that gets you there without sacrificing everything that makes life worth living in the first place. Your community. Your doctor. Your Sunday routine. Your hairdresser who finally knows exactly what you mean by “just a trim.” Downsizing is a tool. Like a hammer. Enormously useful when you actually need a hammer. Spectacularly unhelpful when what you really need is a different plan.  The goal was never to end up with less. It was to end up with enough. Ask better questions. You’ll get better answers. And maybe keep your hairdresser’s number. Sue Don’t Retire…Re-Wire!!! My Book is Now Available for Pre-Order I hope you will consider pre-ordering a copy of Your Retirement Reset for you, a friend, or a loved one. It will be on store shelves on September 8, 2026. You can now order on the ECW Press site here. And if you love supporting Canadian booksellers, please also check with your local independent bookstore.

I’m Seventy. Try to Keep Up featured image

10 min

I’m Seventy. Try to Keep Up

Seventy There it is. Just sitting there. A number that tends to land somewhere between “good for you” and “are you feeling alright?” And before you answer that, let me tell you I am more than alright. I am thriving. Loudly. Definitely with dancing. And with just enough attitude to make a few people slightly uncomfortable, which I have decided is a sign of a life extremely well lived. But first, let me tell you about the plan. ⁂ The Plan Was Magnificent. It Lasted Eleven Minutes The plan was to retire gracefully. Ease into a slower pace. Read more. Maybe garden. Drink better wine. Finally, work through all those documentaries piling up in my queue with the quiet confidence of someone who had absolutely earned the right to nothing. Here is what actually happened. The documentaries stayed in the queue, and the garden did not get planted. I did, however, read one book. Just one. But it turned out to be exactly the right one. David Brooks wrote The Second Mountain: The Quest for a Moral Life, and I picked it up the way you pick up something that does not look urgent, only to find you cannot put it down. Brooks argues that we spend the first part of our lives climbing what he calls the first mountain: the career, the credentials, the identity, the whole elaborate structure of proving ourselves. And then something happens. You reach the top, or you fall off, or the mountain turns out to be considerably smaller than it looked from the bottom. Either way, you end up in a valley, slightly winded, wondering what comes next. And that, Brooks says, is where real life begins. The second mountain. The one you climb not for yourself but for something greater. The one where the question shifts from “what do I want?” to “what does the world need from me?” I read that while sitting in my living room and thought: that is the whole story, right there. There is a phrase I use throughout this blog: try to keep up. I say it because seventy feels faster and fuller than I ever expected, and because it is an invitation, not a taunt. You still have tread on your tires. I mean that warmly. Try to keep up. ⁂ The Valley Was Not Optional My valley arrived without warning or invitation: I lost my job unexpectedly. No graceful wind-down. No farewell luncheon with a tasteful card, no parade! Just the particular silence that follows the end of something you had not quite finished. Nobody glides gracefully from mountain one to mountain two, no matter how it looks on social media. What nobody tells you about retirement, voluntary or otherwise, is that stopping is quite difficult. Not the logistics. The identity. You spend thirty years answering the question “What do you do?” and then one day no one asks anymore. We carefully plan the money. We almost never plan for the morning when your calendar is empty, your inbox is quiet, and no one expects you anywhere. That morning is its own kind of reckoning. Brooks calls this the valley experience, and he is right that it is unavoidable. It is where you shed the old self so a new one can emerge. There are no shortcuts. I tried several. But then I hired a coach. Not just any coach. A thought leadership coach, which sounds very impressive but turns out to involve a great deal of uncomfortable self-reflection and at least one conversation in which the coach tells you to write a blog. “Do your research,” he said. “Find your niche. Share what you know. And honestly, you should probably write a book.” (Thank you, Peter!) I nodded. I smiled. I thanked him warmly. Then I went home, sat down, and had a completely private, entirely dignified meltdown that I will describe only as spirited. Action absorbs anxiety, so once the spirited moment passed, I got to work. Try to keep up. ⁂ The Second Mountain Has a Name. It Is Retire with Equity I started writing. Article after article, something unexpected happened: I found my voice. It turns out my voice is part educator, part agitator, and part hilarious, where kitchen-table logic meets a spreadsheet. I began calling her Aunt Equity, and she has been absolutely delightful company ever since. A word on naming your alter ego after a financial product: no one recommends it. No self-help book has a chapter that says ‘step three, create a persona rooted in home equity solutions and give her a sassy name.’ And yet Aunt Equity arrived fully formed, with opinions, a logo, and an inexplicable amount of charisma. She is part brand, part character, and entirely my fault. I am keeping her. For Brooks, the second mountain is a calling, not a career move. For me, it is a community. The Canadian retirement community. The people who built this country, paid into it, raised children in it, and are now quietly panicking about whether they have enough to keep going. That community. They are my people, and this is my mountain and I have built my company, Retire with Equity to support it. And I will be honest: this mountain is considerably steeper and way more fun. Try to keep up. ⁂ What Is Your Second Mountain? Here is where this stops being about me and starts being about you. The second mountain is not one thing. It is not a prescription. It is not reserved for people who write blogs, build platforms, or have particularly spirited meltdowns. It is waiting for you, wherever you are, whatever you are carrying, whether you are fifty or seventy or somewhere in between and still not entirely sure you are allowed to want something new. The second mountain looks different for everyone, and that is entirely the point. Also, a feature, not a bug. For some people, it is family. Really showing up for grandchildren in ways that a demanding career never allowed. Being present, not just present-ish. Taking the grandkids to school on Tuesdays because Tuesday is your day now and the best day of the week. Becoming the person in the family who holds things together, not because you have to, but because you finally have the time and the wisdom to do it right. For others, it is community. A neighbourhood organization, a cause that has been pulling at you for years, or a faith community that needs exactly the skills you spent a career building. Brooks tells the story of a woman who was moving out of a rough Chicago neighbourhood, looked out the window, saw little girls playing with broken bottles in an empty lot, turned to her husband, and said: we are not leaving. She ended up running a major community organization. She did not set out to build a movement. She just decided not to look away. And then there are the callings that have been patiently waiting in the back of a drawer since approximately 1987. This is my personal favourite category because it is full of people who surprise themselves completely. Andrea, whom I see every week at the gym, spent her late fifties doing something most people her age were emphatically not doing: she went to law school. In London, England. A yearning carried for decades, quietly set aside while she built a career and raised a family. Then one day she stopped being polite about it and went. She is one of the most alive people I know. David discovered painting. Not dabbling. Painting. He picked up a brush at a class a friend dragged him to, and something clicked open that had apparently been waiting for that exact moment. He paints almost every day now, and the look on his face when he talks about it is that of someone who found something he did not know he had lost. If you are sitting there thinking you have left it too long, or that your moment has passed, that is a you problem, and I say that with complete affection. The door is still open. Walk through it. Brooks calls it the place where your deep gladness meets a deep hunger in the world. I think of it as the morning when you wake up and you are not just filling time. You are fulfilling a purpose. Try to keep up. ⁂ What Actually Works (And What Dottie Has to Do With It) I have a ten-pound dog named Dottie. She is the canine embodiment of purposeful living and, frankly, an unsolicited life coach. Full speed, tail up, no apologies. I take notes. The retirements that work, the ones people describe as genuinely meaningful rather than merely solvent, share a few things in common. They move. Consistently, enjoyably, sustainably. The body is not a liability to be managed in retirement. It is an asset, and it responds remarkably well to being treated like one. For me, part of that meant I needed a break from drinking, and the origin story is not glamorous: I woke up one morning and could not remember how the movie I watched the night before ended. That was the moment. What began as a one-month experiment quietly became almost two years. I sleep better, think more clearly, and no longer find myself wide awake at 2 am doing mental arithmetic about nothing. I feel sharper and more energized at seventy than I did a decade ago. The fifties, it turns out, were not the peak. They were the warm-up act. And for the record, I still cannot remember how that movie ended some mornings. Some things are beyond even sobriety. Physical vitality expands your options. Financial clarity reduces your dread. Purpose gives both of those things a reason to matter. Tend to all three. Not perfectly. Just intentionally. Dottie, for what it is worth, nails all three before anyone else in the house has had coffee. If she is the bar, she is not wrong to set it there. Try to keep up. ⁂ A Confession. Then a Celebration Almost five years into this accidental, exhilarating, occasionally terrifying reinvention, I still do not have it entirely figured out. The documentaries remain unwatched. I still cannot tell you how they end. What I do have is this: evidence, personal and otherwise, that the second mountain is real and better. Not easier. Better. Because when you are climbing toward something that matters beyond your own resume, the climb itself changes. The effort feels different. The setbacks feel survivable. And the view, when you get there, means something. You do not need to have it figured out before you start. You just need to take a step. Then another. Then hire a coach, have your spirited moment, and remember: action absorbs anxiety. Say the number out loud, whatever it is. Forty, fifty, sixty, seventy. Say it. Then decide what it means, because that part is entirely up to you. The first mountain shows you what you are capable of. The second one shows you who you actually are. If you have not read David Brooks’ The Second Mountain, put it at the top of the list. The documentaries can wait. I have confirmed this from personal experience. The Friday night of my birthday week, there was an epic dance party at a local brewery, organized by my wife Bonnie, the woman I met on a dance floor thirty-three years ago and have been dancing with ever since. Bonnie deserves more than a shout-out here. She deserves a medal, a monument, and honestly, serious consideration for sainthood. For over three decades, she has lived with my schemes, my pivots, and my absolute certainty that each new thing is the thing. She has never once wavered. Bonnie is the reason any of this works, and the reason that dance floor was full of people who love me. I am, by any objective measure, an extremely lucky person. I am also aware that she will read this, so I want to be clear: yes, I mean every word, and no, this does not get me out of whatever I am currently scheming. The glow of that party remains, and I know I have truly arrived because there was even a party crasher. I named her Mona. Mona could not resist the pull of that much joy and some absolutely kickin’ eighties music. The story of Mona, the early thirties party crasher, is being reserved for another time, but know this: if your birthday celebration attracts a stranger named Mona, you are doing seventy exactly right. The second mountain, it turns out, has a very good playlist. And if you are worried you are not quite ready for it, or that the moment may have passed, I want to leave you with this: you still have tread on your tires. So does everyone in this community. And if you cannot keep up, at least come dance. You might surprise yourself. Just ask Mona. I am seventy. I am on my second mountain. Come find yours. Try to keep up. ⁂ Sue Don't Retire...Re-Wire! My Book is Now Available for Pre-Order I hope you will consider pre-ordering a copy of Your Retirement Reset for you, a friend or loved one. It's available September 8, 2026 - You can now order on the ECW Press site here. And if you love supporting Canadian booksellers, please also check with your local independent bookstore. Most can easily order it for you.

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