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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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21–30 of 177 posts

Creative freedom did not replace the feeling of making a difference

Nov 2025

Life at the time

  • Has found a state-government job in his field.
  • Continues engaging with his subject while weighing the return.

How it felt

  • Misses feeling relevant and having an impact. “I just don't feel as relevant anymore”
  • Feels ambivalent but believes he may not be finished with work. “I'm not done yet”

Time freedom makes space for recovery and slow travel

Nov 2025Recalled in 2025

Life at the time

  • He and Lorri completed an unhurried road trip across the country.
  • They booked lodging along the way and visited parks, family and friends.

How it felt

  • Traveling without work or school constraints felt liberating. “truly freeing”
  • The podcast and blog remained meaningful contributions and sources of gratitude. “the most meningful work”

The second retirement has more people and purpose in it

Oct 2025Interview snapshot · published 2026-03

Life at the time

  • After returning to work following a first retirement attempt, she retired again in 2024 and built weekly food-bank, library and walking commitments.

How it felt

  • She expected this attempt to last because she had found fulfilling activities, though spending remained an adjustment. “It is a big adjustment to spend money”

Travel freedom grows into a local life with purpose

Aug 2025 · Year 10

Life at the time

  • Running, the gym and local community filled more weeks at home.
  • They supported parents and fitted shorter trips around those responsibilities.

How it felt

  • Guilt about wasting freedom had mostly faded. “it helps if it gives you some sense of purpose”
  • They found purpose and shorter plans easier to live with. “And it’s wonderful.”

He sold the company. It took years to stop being its founder.

Aug 2025 · Year 2

Life at the time

  • Spent more time with his children, learning skills, playing golf and pursuing hobbies.
  • Wanted more travel as the children grew and fewer renovation disruptions.

How it felt

  • Sometimes felt bored, but preferred that to the demands of running a business. “There are days where I get pretty bored”
  • Found continued learning an important part of the new routine. “always learning new things”

The portfolio cleared the target. Purpose did not arrive with it.

Aug 2025

Life at the time

  • Spent more time on family and personal interests.
  • Used professional skills through technology volunteering.

How it felt

  • Still missed the sense of purpose that a career had supplied. “Now there's an empty spot in my soul where the purpose should be”
  • Enjoyed volunteering’s useful work without the same hierarchy and obligations. “more fun and fewer bosses.”

Leaving the last job makes room for both races and rest

Jul 2025

Life at the time

  • Voluntary early retirement brought immediate pension payments and continued health coverage.
  • A graphic design business remained a chosen activity.

How it felt

  • Leaving a workplace of nearly three decades felt emotional and bittersweet. “a pretty emotional day”
  • He reported no regret about leaving and excitement for what followed. “I couldn’t be more proud”

A prepared exit opens time for family, theatre and service

Apr 2025

Life at the time

  • He was staying in India after his January retirement.
  • He reviewed his portfolio and carried out tax-related trades during volatility.

How it felt

  • He had not expected the plan to be tested so quickly. “not hoping to have it tested so soon”
  • He reported feeling unconcerned about missing some future market upside. “I am not concerned at all”

He escaped the night calls. Then had to give himself permission to relax.

Apr 2025 · Year 1

Life at the time

  • Had more family dinners, exercise and time to build a computer with a child.
  • Left space in the first year while rebuilding structure and identity.

How it felt

  • Deliberately allowed boredom instead of rushing into another packed calendar. “I gave myself a year to be purposefully bored”
  • Valued the time gained from leaving work. “I love the time.”

They could afford freedom. Agreeing on what it meant was harder.

Mar 2025

Life at the time

  • Pursued counseling and a couples retreat.
  • Worked on clearer expectations and healthier boundaries.

How it felt

  • Recognized that a better external situation would not automatically repair the relationship. “It Won’t Be Better When”
  • Was still working on separating his own well-being from his wife’s happiness. “I am working on creating and enforcing healthier boundaries.”

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