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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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11–20 of 177 posts

He retired. His calendar filled with people who needed him.

Apr 2026

Life at the time

  • Volunteered roughly 25–30 hours a week and kept time for gardening, hunting and family.
  • Declined paid roles offered by organizations he helped.

How it felt

  • Increasingly valued being available for people while the opportunity existed. “Don't wish time away.”
  • Wanted to help on chosen terms without taking on another job’s obligations. “have and will continue to turn them down.”

A small surgery center becomes an ideal retirement job

Mar 2026Interview snapshot · published 2026-06

Life at the time

  • He chose occasional surgery-center work alongside renovating, decluttering, travel and time with retired friends.

How it felt

  • He liked the mix of useful skills, social contact and challenge without night shifts or mandatory call. “I think of it as paid volunteer work.”

Shared freedom, with different names for the same break

Mar 2026Interview snapshot · published 2026-08

Life at the time

  • The couple left demanding corporate roles and focused on travel, exercise and healthy eating; she still considered possible consulting.

How it felt

  • Both enjoyed the freedom, though he called it retirement and she regarded her break as a sabbatical. “enjoying the freedom from the demands of corporate life.”

He retired with $2.7m. Three years later, he wanted back in.

Feb 2026 · Year 3

Life at the time

  • Accepted another engineering job after three years away.
  • Hoped the lower-paid role would preserve flexibility; that outcome had not yet been tested.

How it felt

  • Wanted challenge and mentoring alongside concerns about higher spending. “I want a new challenge somehow.”
  • Valued the family experiences during the break and did not regret taking it. “I do not regret having a 3 year sabbatical”

The money raced ahead. He still felt lost.

Feb 2026

Life at the time

  • Traveled extensively and later stopped pursuing employment after further interviews.
  • Reported substantial wealth growth, without a replacement purpose taking shape.

How it felt

  • Continued to experience guilt despite the stronger finances. “I constantly struggle with some kind of guilt.”
  • Solo travel could feel lonely, and the next direction remained unresolved. “I have no insightful answers so far”

A prepared exit opens time for family, theatre and service

Jan 2026 · Year 1

Life at the time

  • His year included months with parents and a meditation retreat.
  • He wrote plays, acted, traveled by RV and expanded education volunteering.

How it felt

  • He reported no regret about retiring. “I cannot think of a single regret”
  • Helping children through a nonprofit was especially fulfilling. “one of the most fulfilling parts”

Missing the team gave way to building—and a new need for boundaries

Jan 2026Recalled in 2026

Life at the time

  • He left corporate employment at year-end.
  • The first months went into research and planning.

How it felt

  • Losing daily involvement with colleagues hurt. “left out of the team”
  • He gradually distinguished missing people from missing the company. “It got easier”

He won his freedom—and ran out of goals.

2026 · Year 10

Life at the time

  • Prioritized his children, enjoyable exercise and simpler decisions.
  • Cut two trips short by choice and explored where to put down deeper roots.

How it felt

  • Felt deeply fulfilled but uncomfortable without another major long-term goal. “it’s quite uncomfortable, if I’m honest.”
  • Did not yet have a settled answer for the next stage. “I also feel like I’m entering the great unknown for the first time in a long time.”

The layoff ended the waiting. Retirement became an experiment.

Dec 2025

Life at the time

  • Taught a college course and brought former colleagues into a student discussion.
  • Traveled with friends and family, and attended a first FI/RE meetup.

How it felt

  • Enjoyed sharing professional experience with students. “I enjoyed bringing industry experience to college students.”
  • Disliked the administration involved in managing a class of 250. “I didn't enjoy the administrative overhead”

Leaving the last job makes room for both races and rest

Dec 2025Recalled in 2026

Life at the time

  • He won a regional cycling race and completed his first ultramarathon.
  • Cycling and running groups brought friends; park reading restored a slower rhythm.

How it felt

  • The athletic progress felt meaningful after earlier struggles with weight. “a massive achievement”
  • He was getting better at resisting guilt about unproductive rest. “I’m getting better”

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