Deciding when to retire is a tough decision. For those of you who have retired, what was the tipping point? Do you wish you had kept working longer or that you had retired earlier?
OK, you asked, so here's how it worked out for me. In 1971 I got good a job with the Federal Government and was in the Civil Service Retirement System (CSRS). Approximately 32 years later I was able to retire at the age of 55 with "full benefits". My wife was able to retire at the same time with 30 years service under the Ohio State Teachers Retirement System. Anyway, we had an opportunity to retire at a fairly young age and we took it. At no time have we ever regretted our decisions to retire. I use to run into some of the people that I worked with and they would ask "how my retirement is going?" I'd tell then "retirement isn't all that it is cracked up to be,
it's so much better". I had a very good job that I liked; however, it was still "a job" and I had to come in on a regular basis per their schedule, etc.
Now we were in a good financial position, getting a pretty much a guaranteed (by the Federal Government and State of Ohio) retirement income with COLAs, no debt, owned a mortgage free house, and had a decent amount of savings. All I can say is that after 20 years of retirement it has worked out real well for us. The trick is to have something to do, so you just don't sit home bored. We both like to travel; so we have been doing that a lot. In fact, we just got back from a 29 day ocean cruise (Japan, S. Korea, Alaska, and Canada) yesterday.
I realize that everybody's situation is different. So good luck with your "when to retire" decision.