4 Lessons From 4 Years Since I Quit My Job

4 Lessons From 4 Years Since I Quit My Job

From Misseducated by Tash Doherty

March 26, 2026 · 12 min

About this episode

Tash reflects on four years of freedom since quitting her corporate job, sharing lessons learned amidst personal and financial challenges.

Dear Wonderful Reader, Tuesday, March 17th, 2026, marked 4 years since I freed myself from the shackles of my corporate job. Four years is a decent chunk of time. For the same duration as my undergraduate degree, I’ve been frolicking around Mexico City, perfecting my Spanish and waking up every day to the joy of being alive. How have I survived without a regular paycheck? And, more importantly, have I learned anything that’s useful to you? It has been mostly a dream, but this quit-my-job-aversary comes at a particularly difficult time. I’ve barely made $2,000 this quarter, not even close to my personal OKR of $15k. Selling some of my index fund investments to pay my rent makes me feel like I’m failing at being an adult. Then again, I did take six months off client work to launch my second book, get it funded on Kickstarter in just 12 days, and get featured in The New York Times. Still, it’s hard to see the beauty in all that I’ve accomplished when reality is currently kicking my ass. As you know , last week I was hit by a family emergency, causing me to fork out a couple thousand dollars more to fly to LA and say goodbye to my grandmother, who it seemed was on her deathbed. I sat…

Topics covered

  • career change
  • personal growth
  • financial struggles
  • family
  • life lessons

Keywords

  • Mexico City
  • Spanish
  • Kickstarter
  • New York Times
  • family emergency

Mentioned in this episode

Products: index fund investments, second book

Places: Mexico City, LA, New York, Mexico, US

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