Longevity & Aging

No doubt about it: at some point we’re neither semi-retired, findependent or fully retired. We’re out there in a retirement community or retirement home, and maybe for a few years near the end of this incarnation, some time to reflect on it all in a nursing home. Our Longevity & Aging category features our own unique blog posts, as well as blog feeds from Mark Venning’s ChangeRangers.com and other experts.

How Financial Independence can Reshape your Definition of Success & Mental Health

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Photo by Dana Tentis on Pexels

Discover the transformative power of financial independence as industry leaders reveal how it can redefine success and enhance mental health. This article delves into the pivotal role of autonomy over time, the serenity that comes with automating finances, and the decreased stress from a strategic career pivot. Gain exclusive insights from authorities in the field on how saying no, embracing failure, and prioritizing family can lead to a life of fulfillment and stability.

  • Success Means Control Over Time
  • Automating Finances Brings Peace
  • Switch to Consulting Reduces Stress
  • Freedom to Design My Life
  • Saying No Reduces Stress
  • Freedom to Pursue Joyful Opportunities
  • Control Over Time and Decisions
  • Family Time Over Career Goals
  • Focus on Long-Term Stability
  • Monetization Strategy Brings Happiness
  • Failures as Stepping Stones

Success means Control over Time

At the start of my career, I was obsessed with proving myself. I took on every case, worked ridiculous hours, and measured success by the number of wins I had under my belt. I thought the more I worked, the more successful I would be. But eventually, I hit a point where I was financially comfortable, and I realized I was still just as stressed as when I started. That was when I began prioritizing Financial Independence, and my definition of success completely changed. In the present time, I see success as having control over my time and my future.

A great example of this shift was when I started making decisions that were not just about revenue but about sustainability. I turned down high-stress cases that were not worth the mental drain, hired more attorneys to distribute the workload, and focused on building a firm that could function without me handling every single detail. That shift meant I no longer felt like I had to be on call 24/7, and my stress levels dropped dramatically. — Gordon Hirsch, Founder and Managing Attorney, Hirsch Law Group

Automating Finances brings Peace

When I started my career, I defined success by wealth and status-what I could buy and show off. I believed the more I had, the more successful I’d be. But when I shifted my focus to Financial Independence, everything changed. I realized that true success isn’t about accumulating things; it’s about having peace of mind and long-term security.

A turning point for me was automating my savings and investments. Before that, I was constantly stressed about money. Once I set everything to run automatically, I no longer had to worry. That simple change gave me mental space, allowing me to live freely without financial anxiety. Now, success is about feeling in control of my future. This shift has significantly improved my mental health, bringing me a sense of calm I never had before. — Brian Staver, CEO, Net Pay Advance

Switch to Consulting reduces Stress

I used to define success almost exclusively in terms of career milestones, like job titles, salary increases, or the prestige of my workplace. After I started focusing on Financial Independence, I began measuring success by how much control I had over my time and decisions, rather than by external markers. This shift significantly reduced my stress levels because I no longer felt tied to an intense “always-on” mentality just to climb the corporate ladder.

Once I established multiple income streams and built a solid emergency fund, I felt empowered to switch to a part-time consulting role, which opened up space for personal pursuits, like volunteering and hobbies that I’d never made time for before. Having that buffer of financial stability made it easier to prioritize my well-being and mental health, rather than constantly chasing traditional measures of success. — Inge Von Aulock, Investor & Chief Financial Officer, Invested Mom

Freedom to Design my Life

Success used to mean chasing titles, climbing the corporate ladder, and hitting traditional milestones like bigger paychecks, promotions, and external validation.

But once I started prioritizing Financial Independence, my perspective shifted entirely. Now, success is not about how much I earn but how much freedom I have to design my life on my terms.

Instead of measuring success by status or salary, I now define it by:

  1. Time freedom: Having control over how I spend my days.
  2. Choice and flexibility: Not being tied to a paycheck or forced into decisions based on financial constraints.
  3. Peace of mind: Knowing I have a safety net that allows me to take risks and say no to things that don’t align with my values.

Letting go of the pressure to constantly “achieve more” has been a huge relief.

Before, I felt trapped in an endless cycle of stress, overworking, and burnout, thinking that success meant sacrificing my personal well-being. Now, I feel more grounded, in control, and mentally at peace because my goals align with what truly matters to me.

A few years ago, I would have never considered stepping away from a high-paying job, fearing financial insecurity. But after working toward Financial Independence, I had the freedom to turn down a promotion that would have required longer hours and more stress.

Instead, I chose to focus on projects that align with my passions, knowing that my financial foundation gave me that choice.

The result? Less stress, more fulfillment, and a life I genuinely enjoy living.

Prioritizing financial independence has taught me that success is not about accumulating wealth but about having the freedom to live on your own terms. And that shift has made all the difference in my mental well-being. — Chinyelu Karibi-Whyte, Self-Care, Mindfulness & Resilience Advocate, Pheel Pretty

Saying “No” reduces Stress

When I first started in real estate, success was all about numbers: closing deals, growing revenue, and hitting milestones. I measured everything in dollar signs and transactions. But as I gained financial independence, my perspective shifted. Success became less about accumulation and more about impact-on my team, community, and well-being.

One of the biggest changes was learning to say no. Early in my career, I took on every client, every opportunity, afraid that turning something down meant losing ground. But once I reached a place where I wasn’t financially desperate for the next deal, I could be more selective. I could focus on working with people who aligned with my values and on projects that truly excited me. That shift reduced my stress dramatically. Instead of constantly feeling pressured to chase, I started making strategic and fulfilling decisions.

A clear example of this is Pepine Gives, my nonprofit focused on helping at-risk families. Years ago, I wouldn’t have had the bandwidth to pour energy into something like this because I was too busy trying to build stability. Now, I can invest time and resources into causes that matter because I’m not in survival mode. And that has brought me a fulfillment that no commission check ever could.

Financial Independence hasn’t made me work less: it’s made me work differently. My business is stronger because my priorities are clearer, and my mental health is better because I’m no longer tied to a definition of success that’s purely financial. Instead, success is about creating lasting change, lifting others up, and building a legacy beyond real estate. — Betsy Pepine, Owner and Real Estate Broker, Pepine Realty

Freedom to Pursue Joyful Opportunities

Success used to mean chasing milestones that felt like they were chosen for me: a high-paying job, owning the latest gadgets, or even maintaining a certain image of “having it all together.” Financial Independence rewired that definition entirely. Now, success isn’t about accumulation: it’s about freedom. It’s the ability to say “no” to things that don’t align with my values and “yes” to opportunities that spark joy or growth, even if they don’t come with a paycheck attached.

One example: I turned down a promotion that would’ve come with a significant pay bump because it demanded longer hours and constant availability. Ten years ago, I would’ve felt like I was throwing away an opportunity. But prioritizing financial independence allowed me to see it for what it was: a trade-off that would’ve cost me my time, health, and peace of mind. Instead, I used that time to start freelancing in a field I love, and ironically, I ended up replacing that lost income in a way that didn’t burn me out. Continue Reading…

7 Hidden Traps of Retirement

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By Fritz Gilbert, TheRetirementManifesto

Special to Financial Independence Hub

The article was from the Harvard Business Review and highlighted 7 Hidden Traps of Retirement, which the writers discovered during interviews with “dozens of highly respected former chief executives.”

As I read the article, I realized the traps of retirement don’t apply only to folks retiring from top management positions.

These traps present a risk to all of us.

Today, I’m presenting each of the 7 Hidden Traps of Retirement and my thoughts on how best to avoid them.

Be forewarned.

Don’t get trapped.

Don’t fall into any of these 7 Hidden Traps of Retirement. Use these tips to avoid them and live a great life in retirement. Share on X

7 Hidden Traps of Retirement

The article that made me think was The Challenges of Retiring from a High-Powered Job, written by three founders of ONYX, an invitation-only group designed to build a community for current and former CEOs.  I encourage you to read the article, but I’ll summarize the key points below.

In their work helping CEOs prepare for retirement, the team has discovered seven hidden traps of retirement. While focused on senior managers, I’m taking a different twist with their list and considering how these traps apply to all of us. I’ve taken the liberty of renaming each of the seven hidden traps of retirement to better align with the readers of this blog and providing my thoughts on how to avoid falling into each.

The risks apply during our planning for and transition into retirement.  If you’re struggling with the transition into retirement, perhaps it’s because you’ve fallen into one of these traps.

1. Focusing on who you are, instead of who you want to become.

Original Title:  Looking through the lens of the present impedes you from seeing future possibilities.

In your final years of work, it’s easy to procrastinate on retirement planning and focus on your current role.  You’re busy doing your job and you can deal with that retirement stuff after you’re done working.  That’s a dangerous approach that far too many people follow.  It’s one of the traps of retirement for a reason. Seeing beyond your current role requires a creative imagination, the type that has likely been dormant for years.  Losing your sense of identity can be a shock in retirement, but the impact can be minimized by the appropriate planning.

How to Avoid the Trap:

Forget about your current role for a minute.  After all, it will be irrelevant the day after you retire. (Let that sink in)

Think about what you want your life to BECOME in retirement.  You’ll no longer have that title, and that sense of identity you get from your work will be gone.  That’s scary, and something a lot of people avoid thinking about. Don’t be that person.  Rather, think about your new identity in retirement. What do you want to be known for? What areas are you curious about?  What did you do as a child that you’d like to revisit now that you’re free from those chains of work? Carve out time to think about what impact you want to have with your newfound freedom.  It takes some time, so be patient.  The important thing is to think beyond your current role and imagine what you can do to make a difference once the job is gone.

In What I’ve Learned From Writing 400 Articles About Retirement, I wrote about my new identities in retirement (writer, running a charity, grandfather, etc).  A quote from that article is relevant here, and I’d encourage you to adopt it as one of your goals in retirement:

“I’m not who I used to be, and I love who I’ve become.”

2. Focusing on too many options.

Original Title:  A wealth of options can overwhelm and paralyze decision-making.

That busy schedule and rigid structure will disappear when you retire, and you’ll be looking at a “blank sheet of paper.”  Having no schedule or structure to your day sounds appealing, but it becomes disorienting after a surprisingly short period.  Your brain will start searching for something to do, and you’ll have difficulty prioritizing what you want to do with your life.

How to Avoid the Trap:

Take some quiet time to think about what impact you want to make with your retirement years.  Think about the causes you have a passion for.  Listen to your inner curiosity, and take that first step to see where it leads. When you’re thinking about something you could do, compare it to that list of things that matter to you.  For example, you may have enjoyed working with younger people during your career and would like to find a way to do that in retirement.  Perhaps you’ll become a mentor, a Big Brother, or a business coach to the next generation.

Find your “North Star” and pursue only those opportunities with strong alignment to the things that matter to you.  Don’t pursue “busyness” for the sake of being busy.  Rather, invest your time in areas where you have a real interest (lack of experience doesn’t matter, as I’ll demonstrate below).

Using your time to impact an area you care about is the true path to happiness.

3. Not building relationships outside of work.

Original Title:  Relying on your old network can distract you from the critical task of building your new one.

Everybody thinks they’ll keep in touch with folks they worked with.  Almost no one does. It’s one of those strange realities of retirement, and it will likely happen to you.  (Note this statistic in “Shining The Light on Retirement Blind Spots”: 62% of retirees missed the relationships from work, whereas only 29% of pre-retirees expected it to be an issue).The relationships at work are about “work.”  Once you’re out of the scene, it becomes difficult and awkward to maintain those relationships.

And yet, relationships matter.

I dedicated an entire chapter in my book to relationships.  People think about their paycheck stopping when they retire, but they often overlook the “softer” benefits they receive from work which will also disappear:

  • Structure
  • Sense of Identity
  • Relationships
  • Sense of Purpose
  • Sense of Accomplishment

Ironically, these 7 traps of retirement align almost perfectly with that list.  That doesn’t surprise me in the least.  If you’re a regular reader, you know I’m passionate about the importance of the “soft side” of retirement.

How to Avoid the Trap:

In your final year or two of work, be intentional about building relationships outside your workplace.  Your mission: build relationships that will be there after you retire.  Spend a few Saturdays volunteering at a local charity.  Get involved with a few Facebook groups in your area that do things that interest you.  Join a gym and learn to play pickleball. Join a local hiking club. Go to a Trout Unlimited meeting.  Call an old friend. Attend a local church.

Explore whatever interests you and pay attention to the people in the groups you visit.  In time, you’ll find a group that feels “right.” Pay attention, that’s where you’ll get your retirement relationships.

They matter more than you expect.

4. Waiting to figure out retirement until after you retire.

Original Title:  Delaying retirement planning can lead to urgent, anxious, and awkward outcomes.

don't retire without a plan

A quote from the original article is telling:

“The majority of CEOs and executives we talked with told us they failed to appropriately plan for their retirement — and nearly all told us they waited too long to start.”

It is, perhaps, the most common of the traps of retirement.  Many people are nervous about retirement, and procrastination is a common response.  “I’ll deal with it when I’m retired,” many people think.  That’s one approach, but research has shown that taking that route will lead to a difficult transition. The cliff is coming, and you can prepare your parachute or just take the leap and figure it out once airborne.  I recommend the former approach, it makes for a much smoother landing.

How to Avoid the Trap:

As I was in my final working years, I was interested obsessed with figuring out why some people had a smooth transition to retirement, whereas others struggled.  As I’ve written before, there’s one single element that is the most highly correlated with the smoothness of your transition.  That element?

The amount of time you spend planning for retirement in your final years of work (both on financial and non-financial issues).

Spend a lot of time planning, and your retirement will be smooth.  Ignore it until you retire, and buckle in for a rough ride.  As I wrote in The 4 Phases of Retirement, only 15% of retirees skip over the dreaded Phase II.  I was lucky enough to be one of them.  So can you. Continue Reading…

The Ripple Effect of Representation: Elevating Voices in Canadian Finance

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By Sara Loriot

Special to Financial Independence Hub

Representation in our industry matters: a lot. For too long, finance has been associated with a narrow archetype of who belongs.

But in reality, some of the most successful minds in our industry come from different backgrounds and took unconventional paths, bringing unique perspectives that drive innovation. By showcasing these individuals, my goal is to challenge outdated stereotypes and make it clear: finance is for anyone. Seeing real people succeed by being unapologetically themselves can inspire others to recognize their own potential in this space.

Diverse Dividends is a new video series by CFA Society Toronto, the largest association of its kind serving the investment and finance industry in Toronto. At the heart of what we do is helping our members advance in their careers, build connections, and share knowledge and insights through educational programming that fosters growth and empowers the next generation of leaders in finance and investing.

This series is an example of that mission in action and, as host of this series, I have the privilege of amplifying the voices of leaders who aren’t just part of the financial landscape: they’re reshaping it. Many of my guests didn’t study finance, yet they’ve become some of the most influential figures in the industry. Their diverse backgrounds influence how they lead, how they assess risk, and how they solve problems. They don’t fit into a single mold, and that’s precisely why they excel.

When I talk about diversity, I don’t just mean gender or optics: it’s about how people think, lead, and approach challenges. Life experiences shape leadership, and the paths that bring people into finance are as important as the technical skills they acquire along the way. In fact, I often ask my guests about their hobbies because what we do outside of work shapes how we innovate inside of it.

Analytical skills are important in finance, but creativity and emotional intelligence are equally essential. Some of the most innovative financial professionals aren’t the ones following formulas: they’re the ones questioning them.

Diversification the universally accepted principle in Finance

In finance, diversification is a universally accepted principle: no one questions that spreading risk across different assets leads to more resilient portfolios. The same logic applies to leadership and building teams. A team that brings diverse perspectives, experiences, and ways of thinking is better equipped to navigate challenges, adapt to change, and drive innovation. That’s why Diverse Dividends embraces a “go-anywhere” format; because understanding who someone is, rather than just what they do, reveals the true value they bring to the industry. Continue Reading…

A Misunderstanding about Taking CPP Early to Invest

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By Michael J. Wiener

Special to Financial Independence Hub

Recently, Braden Warwick at PWL Capital created an excellent CPP calculator that we can all use.  One of the numbers this calculator reports is the IRR (Internal Rate of Return) you’ll get between your CPP contributions and the CPP pension you’ll collect.  Some financial advisors (but not Braden) decide it makes sense for their clients to take CPP as early as possible (age 60), and invest the proceeds.  Their reasoning is that they believe they can earn a higher return.  Here I explain why this logic compares the wrong returns.

The return you’ll get on your CPP contributions depends on the contributions you and your employer have made and the benefits you’ll get.  These amounts depend on many factors about your life as well as some assumptions about the future.  Typically, the return people get on CPP is between inflation+2% and inflation+4%.  (However, it can go higher if you took time off work with a disability or to raise your children.  It also goes higher if you ignore the CPP contributions your employer made on your behalf, but I think this makes a false comparison.)

If we examine people’s lifetime investment record, not many beat inflation by as much as CPP does.  However, some do.  And many more think they will in the future.  In particular, many financial advisors believe they can do better for their clients.

But what are we comparing here?  These advisors are imagining a world where CPP doesn’t exist.  Instead of making CPP contributions, their clients invest this money with the advisor.  In this fictitious world, the advisor may or may not outperform CPP.  However, this isn’t the world we live in.  CPP is mandatory for those earning a wage.

The choice people have to make is at what age they’ll start collecting their CPP pension.  The CPP rules permit starting anywhere from age 60 to 70.  The longer you wait, the higher the monthly payments get.  Consider an example of twins who are now 70.  The first started CPP a decade ago at 60 and the payments have risen with inflation to be $850 per month now.  The other waited and has just started getting $2000 per month.  The benefit of waiting is substantial if you have enough savings to bridge the gap between retiring and collecting CPP, and don’t have severely compromised health.

Those with enough savings to bridge a gap of a few years have a choice to make.  Should they take CPP immediately upon retiring, or should they spend their savings for a while in return for larger future CPP payments?  Some advisors will say to take CPP right away and invest the money, but this is motivated reasoning.  The more money we invest with advisors, the more they make. Continue Reading…

The Cost of Overspending in Retirement: How a Withdrawal Strategy saved $16,500 annually

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A Retirement Income Solution: How Milestones Retirement Insights helped one Alberta Couple Save $16,500 annually

By Ian Moyer

Special to Financial Independence Hub

Retirement is meant to be a time of relaxation and enjoyment, but for many Canadians, managing retirement income efficiently can be a major challenge. This was the case for a couple in Alberta, aged 70 and retired for five years. They were concerned about depleting their savings too quickly and needed a tax-efficient withdrawal strategy to better sustain their retirement lifestyle.

The Problem: Overspending Without a Plan

The couple had a mix of financial assets, including:

  • RRSPs: $400,000 remaining
  • TFSAs: $75,000 remaining
  • Joint Non-Registered Savings: $50,000 remaining

They were spending $80,000 a year without a clear withdrawal strategy, leading to inefficiencies and over-taxation. This lack of guidance was costing them $16,500 annually, money that could have been used to enhance their lifestyle.

 

 The Solution: A Tailored Withdrawal Strategy

Using Milestones Retirement Insights, they were able to restructure their withdrawals to maximize after-tax income while preserving their savings for the long term. Here’s how:

  1. Prioritizing TFSA Withdrawals: We tapped into their tax-free savings account first, allowing them to access funds without triggering additional taxes.
  2. Splitting RRSP Withdrawals Over Time: By drawing from their RRSP in smaller increments, we kept their income within lower tax brackets.
  3. Non-Registered Savings for Gaps: Joint savings were used strategically to fill gaps, minimizing tax exposure while ensuring consistent income.
  4. Optimal RRIF Conversion: We structured their RRSP to RRIF transition to further reduce taxes and take advantage of pension income splitting.

Key Consideration: RRSP to RRIF Conversion

When you reach retirement, a registered retirement savings plan (RRSP) has the option of converting to a registered retirement income fund (RRIF). To provide a sustainable retirement income and minimize your income and estate taxes, we’ve calculated an average annual RRIF payment of $28,112 starting at age 70. At an assumed rate of return of 5%, this investment will deplete to $0 at age 88. Continue Reading…