Seven things I learned during a Gap Year

What I Learned During My Gap Year

I started this blog as an experiment in early retirement. For a full year, I stepped away from traditional work and stayed home. I enjoyed the year more than I expected, but it also forced me to confront some assumptions I had about money, purpose, and what “financial independence” actually feels like day to day.

Below are the seven biggest lessons from my gap year. If you’re considering a career break, pursuing early retirement, or exploring Coast FI or Barista FI, these insights might help you plan for the parts nobody talks about.

The Seven Lessons From My Gap Year

1. Work Is an Important Part of Work-Life Balance

As the year went on, I unwound and felt reenergized. That’s when something surprising happened: I started missing work.

I thought retiring would feel like pure relief. Instead, I realized “work” is actually a key ingredient in the work-life balance equation. I missed the sense of accomplishment. I missed the social connection that comes from being part of a team.

Without it, I felt guilty, like I wasn’t doing anything impactful with my life.

2. Passion Doesn’t Always Equal a Job You’ll Love

Dogs are my passion, so I started a pet care business. It grew quickly. I built a loyal roster of clients who genuinely appreciated my work.

But something was missing. I wasn’t using my brain the way I wanted to. I also discovered a less romantic truth: while I love dogs, having more than one at a time wrecked my floors and left me with constant cleanup.

The math didn’t work either. I only enjoyed it with one dog at a time, and that wasn’t enough income to support my lifestyle.

3. Everyone’s Source of Security Is Different — Plan for Yours

I discovered that unpredictable cash flow made me feel insecure, even though I had savings. When income couldn’t cover my bills, the idea of selling stocks and index funds to fill the gap bothered me, since I strongly believe in buy-and-hold investing.

This led me to become overly cautious with money. I felt stingy and deprived. I missed the freedom of spending without a second thought.

I even caught myself dreaming about things I couldn’t afford, like a Tesla, which was a little silly. I probably wouldn’t have bought one even while working. The stock market was compounding nicely and growing our net worth, but this reaction wasn’t about rational math. It was about emotional security.

💡 Tip: Before stepping away from steady income, get honest with yourself about what “financial security” actually feels like for you. It’s not just a number on a spreadsheet.

4. Choose Your Income Source Carefully for Barista or Coast FI

I anticipated a recession within one to two years and knew service-based businesses would get hit hard first. That prediction came true in March 2020, when COVID-19 shut down dog boarding almost overnight.

I wanted to have cash available to invest during the downturn. Fortunately, I went back to full-time work in April 2020. That steady paycheck gave me the confidence to invest some of my emergency fund into the market during the March dip. That investment has since climbed more than 30%.

The lesson: if you’re pursuing Barista FI or Coast FI, think through how your chosen income source will hold up during a recession, not just during good times.

5. Traveling on a Shoestring Budget Isn’t for Everyone

I love to travel, but traveling without positive cash flow changed the experience entirely. I found myself watching every dollar, and it wasn’t much fun.

Case in point: a family trip to Costa Rica. The heat, combined with a non-air-conditioned room in some of the places we stayed, made for hot, grumpy kids who just wanted to go home.

Budget travel can absolutely work, but it requires the right mindset and the right destinations. It’s worth being honest about whether that trade-off fits your family.

6. You Always Need a Miscellaneous Emergency Fund

Some costs are almost impossible to predict. During my gap year, one of my parents’ health took a turn, and I hadn’t set aside any funds for that kind of support. Thankfully, I was able to help financially, but it was a wake-up call.

Smaller surprises added up too:

  • Property taxes and HOA fees increased more than expected
  • I hadn’t planned for dental insurance and really missed my regular cleanings

I’ve since become much more deliberate about this. I now build a dedicated emergency fund and a separate health fund directly into my FI number, rather than treating them as afterthoughts.

7. Include Costs That Don’t Hit You Monthly or Annually

My original FI estimate didn’t account for my kids’ college costs, even though I had started 529 plans and saved some money on the side. When I finally sat down to estimate the real cost of college, it was startling.

Costs like college tuition, major home repairs, or once-a-decade expenses are easy to overlook because they don’t show up in your monthly budget. But they’re just as real as your rent or grocery bill.

Today, these costs are fully built into my FI number, and I feel far more confident that we’re on track to cover them.

How These Lessons Changed My Approach

After reflecting on all seven lessons, I decided to go back to work, but on different terms. I changed what I looked for in a job so I could have better balance between work and family, with less time lost to commuting.

I got lucky and found a role that fit the lifestyle I wanted. It gave me the “work” piece I had been missing, without sacrificing the flexibility I’d come to value during my gap year.

None of this means early retirement or a gap year is a bad idea. It means the reality is more nuanced than the highlight reel suggests. Income stability, emotional security, and hidden costs all deserve a seat at the planning table, right alongside your savings rate and investment strategy.

Planning Your Own Path to Financial Independence?

Explore more real-world lessons on early retirement, Coast FI, and building a resilient FI number at Simplifi by the Bay.

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