My dad "retired" and immediately started three side hustles, including a dog walking service. He works more than ever. Is that retirement or denial?

My dad "retired" and immediately started three side hustles, including a dog walking service. He works more than ever. Is that retirement or denial?


November 13, 2025 | Jane O'Shea

My dad "retired" and immediately started three side hustles, including a dog walking service. He works more than ever. Is that retirement or denial?


It was a crisp October morning when your dad handed over his tie, settled into the porch swing, and declared that his “real life” was about to begin. But by lunchtime, he was sketching business ideas, ordering inventory online, and scheduling meetings—all in comfortable khakis and loafers.

If the final resignation is meant to be a quiet reflection, what do you call launching not one but three new ventures? Grab your coffee and lean in. We’re going to explore whether this is classic retirement or something else entirely.

The Retirement Age Is Shifting—And He Fits The Pattern

According to recent US data, the average actual retirement age hovers around 62-63. Meanwhile, many workers expect to retire later, at 65 or beyond, according to data from the North American Community Hub. If the guy has passed (or is in) this age bracket, he fits perfectly into that later-life cohort.

Because he stepped away from his full-time job at this point, he lines up with a trend that many simply don’t call it “retirement” in the classical sense. If the departure from a primary role is intact but activity remains, what you’re seeing is more of a transition than an exit.

The Retirement Age Is Shifting—And He Fits The PatternAndrea Piacquadio, Pexels

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A Growing Number Of Retirees Are Doing Side Hustles

In fact, more retirees are embracing secondary income. A 2025 article by Entrepreneur noted that retirees are raking in billions with side hustles. And the article goes on to mention the following side hustles;

  • Starting small businesses

  • Creating and selling homemade items

  • Going into trading or investing

  • Venturing into freelancing

  • Offering services on gig sites

Your dad’s new ventures mirror exactly what this information describes.

That tells us that even when time stamps a person “retired,” in practice, they’re still working. The term “retiree” is blurring, and his photo in that category isn’t quite black-and-white.

Are These Ventures “Retirement” Or Alternate Phases?

Let’s break down three ways his pattern may feel less like traditional “retireehood” and more like something different.

First, he’s earning income again. Traditional departure implies stepping back from income-generating work, but Dad’s consulting fees and store receipts shift that narrative. The finish line isn’t fixed—it’s redrawn with every invoice and sale, reshaping what “retirement” really means for him.

He’s also using his career muscles. The skill sets built over decades weren’t shelved when he left full-time work; they’ve simply been redirected. His experience, once applied to employers, now fuels his own ventures.

And finally, he still holds an identity at work. When he introduced his new projects at family gatherings, the sparkle in his eyes made it clear this was about purpose.

So, if stepping down means “the cessation of full-time work,” then yes, he’s crossed that line. But if it implies a complete step away, then no. The nuance is subtle yet significant—and it raises an important question: is retirement a label, or a lifestyle?

Are These Ventures “Retirement” Or Alternate Phases?Gustavo Fring, Pexels

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How To Make It Meaningful (Without Denying The Transition)

Here are some guideposts for you or someone you know once they sign the final offboarding papers. Think of it as a simple retirement checklist.

Define What “Retired” Means For You

Don’t default to textbook definitions. Ask yourself: Do I still want income? Do I want a routine? Do I crave novelty? The meaning of retirement should fit your own rhythm and ambitions—not someone else’s carefully scripted version.

Track Your Finances Honestly

Over half of Americans (61%) are more afraid of running out of money in their retirement than passing on, according to a survey done by the insurance company Allianz. So even if you’re done with full-time work, stay clear on your numbers. Side hustles can help, but they aren’t safety nets unless you manage them carefully.

Blend Rest With Purpose

The ideal rhythm might include a mix of rest and creation—lazy mornings paired with productive afternoons. That’s how your dad approached it: whiskey-smooth mornings, busy afternoons. If they are still full of ideas, they should not retire to nothing.

Retirement Isn’t One-Size-Fits-All

In the end, your dad’s story shows that “retirement” is a flag more than a finale. Swapping a full-time job for three side hustles doesn’t fit the vintage postcard of rocking chairs and bingo. But neither is it denial; you could call it reinvention.

Now, if you find yourself wondering whether it is truly retired or simply rewiring roles, lean into the question. The answer isn’t about quitting work—it’s about choosing work on your terms.

Retirement Isn’t One-Size-Fits-Allcottonbro studio, Pexels

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