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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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31–40 of 94 posts

He bought a one-way escape. A home base made it easier to stay.

2024

Life at the time

  • Left work and began slow travel, with more room for rest and ordinary outings.
  • Was still building a life in a different country four months after departure.

How it felt

  • Sometimes found solo travel lonely. “It does get lonely at times”
  • Continued worrying about money and the future despite the financial cushion. “I still worry about money and my future.”

Longer trips, with fewer rental-property headaches in mind

Nov 2023Interview snapshot · published 2024-04

Life at the time

  • He traveled for weeks at a time and played tennis and pickleball at home, while considering selling troublesome rentals.

How it felt

  • He enjoyed retirement and hoped that reducing property responsibilities would make it better still. “the ones that have given me the most headaches.”

She escaped the office. Then burned out planning the next trip.

Oct 2023 · Year 3

Life at the time

  • Planned fewer outings, slept longer when needed and made room for reading. “I planned less things to do and enjoyed a good book”
  • Still spent more than three months abroad, including Singapore and Australia.

How it felt

  • Recognized that an overfull schedule could exhaust her even without a job. “And that just won’t do in retirement!”
  • Valued quiet time alongside travel, rather than treating every possibility as an obligation.

He could go anywhere. Six years later, he wanted to stay home.

Sep 2023 · Year 5

Life at the time

  • Traveled in China and spent a month near Big Bend.
  • Considered more hobbies and commitments near home, including disc golf.

How it felt

  • Felt some aimlessness about what should come next. “I think I'm running out of ideas for things to do.”
  • Explicitly distinguished that uncertainty from boredom or stress. “I'm not bored or stressed”

A market crash threatened the journey; a seaside home later felt enough

Sep 2023

Life at the time

  • They lived in a modest home bought in2019.
  • Investment research and postponed activities occupied his days.

How it felt

  • He liked their seaside town immensely. “like it immensely”
  • He no longer felt a need to pass through airports. “never go into an airport again”

A small contract bridge gave way to a lighter nomadic life

Jul 2023Recalled in 2023

Life at the time

  • The contract finished in March.
  • He spent four months traveling through Asia.

How it felt

  • Complete control of his days felt rewarding. “pretty darn awesome”
  • Having no main earned income felt unusual. “feels odd”

Slow travel felt right. A return to paid writing helped her value freedom again.

May 2023 · Year 4.75

Life at the time

  • In 2022 she tried a contract writing investment articles.
  • Revisions and performance expectations made the computer feel like work again.

How it felt

  • She was glad to reclaim control of her time. “Choosing freedom over money”
  • The experiment clarified that paid writing did not fit her interests well enough. “I’m just not that into it”

An open-ended road trip was only the beginning.

May 2023 · Year 2

Life at the time

  • Volunteer trips included multiweek stays and new friendships.
  • They also helped coordinate parents’ care and watched their grandson.

How it felt

  • Spontaneous outings remained a pleasure. “enjoy the spontaneity”
  • Reduced investment distributions tested the income plan without undoing their sense of security. “still sleep well at night”

Travel and sport held their appeal as family needs continued

Apr 2023Recalled in 2023

Life at the time

  • He kept playing sport in the Bay Area.
  • The household helped pay his father’s assisted-living costs.

How it felt

  • He appreciated being healthy and retired. “glad to be retired”
  • His wife enjoyed performing music locally. “beautiful and friendly area”

Retirement began with travel restrictions. The motorhome years still delivered.

Jan 2023 · Year 3

Life at the time

  • They were traveling mainly in their motorhome.
  • Their former home was rented out.

How it felt

  • He enjoyed their stop in southern France. “it is very pleasant”
  • They both felt glad about retirement. “no regrets on either side”

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