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Explore turning points, everyday joys and unexpected challenges after financial independence or retirement, with the date and original source for each account.

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51–60 of 79 posts

He learned to stop being busy. Then life overturned the plan.

Mar 2021

Life at the time

  • A relationship ended and a health condition disrupted running and familiar routines.
  • Returned to paid work and began a new relationship.

How it felt

  • Found that the original retirement plan no longer matched his circumstances. “My life decided it didn’t want to conform to the plan.”
  • Reported being happy again in a life that had changed shape. “I’m generally happy now.”

Financial independence does not immediately loosen the paycheck habit

Mar 2021Interview snapshot · published 2021-06

Life at the time

  • After leaving a corporate software role and trying financial advice, he moved into a less lucrative public-sector software job.

How it felt

  • Even without needing the income, he found himself unready to abandon regular earnings and preferred the new work's sense of fulfillment. “it seems more fulfilling thus far.”

He won his freedom—and ran out of goals.

2021 · Year 5

Life at the time

  • Released the album he had wanted to make for years.
  • Reunited with US family and announced plans to stop anniversary updates.

How it felt

  • Recognized that fear of failure, not just employment, had delayed the album. “I was worried I’d fail”
  • Felt exceptional pride in completing it. “it is by far the thing that I’m most proud of”

Retirement, a startup and a calmer division of responsibilities

Oct 2020Recalled in 2021

Life at the time

  • He exited the startup in July, retaining advisory projects.
  • A six-day exercise routine had continued since January.

How it felt

  • He felt less stressed. “a lot lower”
  • The couple had found a comfortable division of roles. “a good balance”

An uncertain career pause becomes valuable family time

Jul 2020Interview snapshot · published 2020-10

Life at the time

  • Outside his former career, he helped aging parents, spent time with his wife and daughter, and worked on his health.

How it felt

  • He valued this time even while remaining unsure whether to call it retirement or a search for another business. “am I retired, semi-retired, or still looking for the right business?”

Part-time travel helped a physician find his place at home

Jul 2020Recalled in 2021

Life at the time

  • The family began a year of RV travel across the US.
  • He mixed locum work with prolonged breaks and household tasks.

How it felt

  • He welcomed time to relax. “time to relax”
  • He felt out of place in the family routine. “felt awkward”

Retirement and divorce arrived together. A different life still took shape.

Apr 2020Recalled in 2023

Life at the time

  • Divorce followed soon after his corporate departure.
  • The change brought simultaneous financial and emotional demands.

How it felt

  • Divorce overshadowed any feelings about leaving work. “emotional and financial challenges”
  • He did not consider returning to employment. “earned a good salary”

Leaving the executive role made room for parenting, but not an empty day.

Mar 2020 · Year 0.75

Life at the time

  • School runs, baby care and bedtime stories anchored family life.
  • Part-time consulting and a developing coaching project supplied challenges.

How it felt

  • He valued the slower mornings. “a lot less rushing”
  • Parenting was demanding, and he described happiness as broadly unchanged. “generally the same”

A market shock tested confidence; beach life made the trade worthwhile

Mar 2020Recalled in 2021

Life at the time

  • He used cash and bonds to buy falling stocks.
  • His value-heavy holdings recovered more slowly than technology stocks.

How it felt

  • The market decline briefly shook his confidence. “briefly unnerving”
  • Watching other investors’ gains was frustrating. “a bit frustrating”

The surgeon identity loosened as ordinary days gained room

2020Recalled in 2021

Life at the time

  • He left full-time surgery while retaining occasional consulting.
  • Professional journals and contact with former colleagues continued.

How it felt

  • Work had shaped his identity for nearly three decades. “defined myself primarily through my work”
  • He was still exploring an identity beyond his profession. “true identity”

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