I Wanted to Retire in Five Years. Then I Found a Job I Might Actually Enjoy.

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“Financial independence in five years. Then I’m free.”

That was the plan. It sounded elegant until the numbers started looking like a hostile spreadsheet.

Then something unexpected happened. After using AI to explore strengths, priorities, and job listings, a career change began to look promising. The new workplace seemed to offer reasonable hours, interesting technical work, and room to use AI tools. Someone close to the person making the move even said, “You’re good at finding jobs.”

The goal was to escape having to work. Suddenly, working itself looked less like a punishment.

The real target wasn't employment. It was being trapped.

Early retirement can represent different things: rest, travel, time with family, or never seeing another meeting invitation.

In this case, the deeper wish was control. A paycheck is useful; being unable to leave an unreasonable workplace because your entire livelihood depends on it feels very different. The dream was not necessarily to stop doing anything useful. It was to keep the right to choose.

But turn “FIRE within five years” into a pass-fail test for happiness and every enjoyable Tuesday becomes a failure. Still employed? Zero points. Good boss? Irrelevant. Interesting work? Please wait for retirement.

That scoring system is absurd. Financial independence can remain a long-term goal while a better job improves life right now.

Can AI boost real-world judgment without boosting IQ?

The job search wasn't a magical one-click recommendation. It was repeated conversation: What am I good at? Which parts of work drain me? Do I care more about money, autonomy, time, or interesting problems? Which jobs fit those conditions?

That raises a useful question. If someone considers their IQ ordinary but uses AI constantly to search, compare, and reflect, might they make better decisions?

Maybe. In a 2017 meta-analysis, general mental ability had only a small correlation with life satisfaction (0.11).[1] Being quick at reasoning is different from finding a life that suits you.

AI can extend the practical reach of information gathering, but experiments also show people sometimes follow bad AI advice even when other evidence contradicts it.[2] Treat it as a research partner, not a substitute for personal judgment. A satisfying job change is not proof that IQ increased or that AI caused every part of the outcome.

Is happiness just yelling, “I AM HAPPY,” until your brain agrees?

If life satisfaction is self-reported, why not just declare yourself happy in a terrible situation? Happiness button: pressed. Problems: allegedly solved.

It's a funny loophole, but it hides two different questions: “Do I feel satisfied?” and “Can I live in a way I actually choose?”

The World Happiness Report 2026 examines how national life evaluations relate to factors such as income, health, social support, and freedom to make choices.[3] A large 2024 meta-analysis also found links between well-being and environments that support autonomy, competence, and connection.[4] These are population-level findings, not a formula for any one person's life.

A better outlook can help. So can changing the conditions you're looking at. If affirmations could eliminate pointless meetings, every office would already be a monastery.

Lazy, hardworking, or selective about effort?

Here's the other contradiction. Fascinating projects can absorb an entire evening. Repetitive nonsense feels physically painful to start. Yet genuinely necessary work gets done without much fuss.

Maybe the deciding factor isn't laziness or an impressive work ethic. It's whether the time spent makes sense.

Enjoyable? Do it. Necessary to support your life or honor a commitment? Do it. Pointless busywork that can be removed? Why pay for it with hours you'll never get back?

Of course, “remove the hassle” must not mean quietly handing your duties to someone else. Shared responsibilities deserve shared decisions.

The job still has a department lottery

A good first impression isn't a long-term verdict. Managers, actual workloads, and room for improvement become clear over time. A contract mentioning possible transfers also doesn't automatically give employees the right to choose any department.

But a promising start matters. It suggests another strategy besides suffering until a distant retirement date: notice what feels wrong, investigate it, change what can be changed, and protect the ability to leave if necessary.

The punchline: life is short, and the fun part is not a retirement benefit

Nobody wants to reach the end wishing they'd spent more time on the things they loved.

So keep building financial security. Do your share. Make room for work that's interesting, people who matter, and unscheduled afternoons. Don't make happiness wait for a five-year countdown to hit zero.

I want the best bits of life. So I'll reduce the needless friction and make more room for them.

Unfortunately, groceries still cost money. See you at work tomorrow.

References (4)

  1. Gonzalez-Mulé et al. (2017), Are smarter people happier? Meta-analyses of the relationships between general mental ability and job and life satisfaction sciencedirect.com
  2. Klingbeil, Grützner & Schreck (2024), Trust and reliance on AI—An experimental study on the extent and costs of overreliance on AI doi.org
  3. World Happiness Report 2026, International evidence on happiness and social media (life evaluation and explanatory factors) worldhappiness.report
  4. Slemp et al. (2024), Interpersonal supports for basic psychological needs and their relations with motivation, well-being, and performance: A meta-analysis pubmed.ncbi.nlm.nih.gov

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