• L-Plate Retiree
  • Posts
  • Retirement Rebels: Why Some Skip the Golden Years Playbook

Retirement Rebels: Why Some Skip the Golden Years Playbook

because retirement doesn’t come with a manual

Your trusty L-Plater is back, navigating the twists and turns of retirement (and pre-retirement!) so you don't have to go it alone. Fasten your seatbelts, it's time for another dose of wisdom, wit, and ways to make this chapter your best one yet!

The quick scan: Thursday was like that friend who doesn't show up to the party—markets were closed for Juneteenth, leaving traders with nothing to do but contemplate their life choices and maybe actually spend time with family. Sometimes the best trading day is the one where you can't trade at all.

S&P 500: Took a well-deserved nap at 5,980.87, last seen Wednesday looking as exciting as watching paint dry
Dow Jones: Also enjoying its beauty sleep at 42,171.66, probably dreaming of less volatile times
NASDAQ: Resting peacefully at 19,546.16, giving tech bros a rare chance to touch grass

What's driving it: Absolutely nothing, and that's the point. Markets were closed for the federal holiday, giving everyone a chance to step away from the screens and remember there's a world beyond candlestick charts and earnings reports.

Bottom line: Thursday's market closure was like a mandatory meditation session—nobody asked for it, but everyone probably needed it. Sometimes the best investment strategy is simply taking a break and letting the world spin without checking your portfolio every five minutes.

Why Some People Choose Never to Retire (And Why That Might Be Smart)

…i have a very particular set of skills, skills i have acquired over a very long career…

The scoop: Here's a retirement heresy that might make your financial advisor choke on their coffee: what if the goal isn't to retire at all? A growing number of people are rejecting the traditional "work until 65, then stop" model in favor of something more nuanced. The concept of never retiring isn't about being a workaholic—it's about redefining what retirement means in the first place.

Instead of viewing retirement as a cliff you fall off, these folks see it as an off-ramp to more meaningful, flexible work. Research suggests that abrupt retirement can actually harm your health, sense of purpose, and longevity. The people who thrive in their later years often maintain some form of meaningful work, whether it's consulting, teaching, volunteering, or pursuing passion projects that happen to generate income.

The key insight? Retirement shouldn't be about escaping work—it should be about escaping work you don't love and moving toward work that energizes you. Think of it as retirement 2.0: keeping your brain engaged, your skills sharp, and your sense of purpose intact, just on your own terms.

Actionable takeaways:

Start transitioning gradually: Instead of planning a hard stop at 65, consider reducing hours, consulting part-time, or shifting to more meaningful work in your current field.

Identify your "why" beyond money: Figure out what gives you purpose and energy—this becomes your guide for post-traditional-career activities.

Build skills that age well: Focus on developing expertise, relationships, and knowledge that become more valuable with experience rather than less.

Create multiple income streams early: Diversify beyond your main job so you're not dependent on a single source when you want flexibility.

Reframe retirement as evolution: Think of it as graduating to work you choose rather than work you have to do—the goal is freedom, not idleness.

The L-Plate Retiree community is just beginning, and we're figuring this out together—no pretence, no judgment, just honest conversation about navigating this next chapter.

Subscribe now, or share it with your friends, to receive weekly insights, practical tips, and occasional humour to help you prepare for or thrive in retirement. Unlike those other financial newsletters that seem written for people who already understand everything, we speak human here. No jargon without explanation, no assuming you've been investing since kindergarten.

Become one of our founding subscribers who are refusing to let retirement happen to them—they're happening to retirement instead! Being part of something from the beginning means you'll help shape where we go next.

Because retirement doesn't come with a manual... but now it does come with this newsletter.

The L-Plate Retiree Team

(Disclaimer: While we love a good laugh, the information in this newsletter is for general informational and entertainment purposes only, and does not constitute financial, health, or any other professional advice. Always consult with a qualified professional before making any decisions about your retirement, finances, or health.)

Reply

or to participate.