Retiring in two weeks at age 62. Insurance was the one giving me heartburn, but it looks like I can get a policy thru ACA for just under $200/mo. I know I'm coming up short incomewise, but only $300-400/mo which I plan on making up by working part-time. I've had a couple financial guys look it over including my best friend and they both said I'll be fine.
Already joined a SR Mens Golf league on Monday mornings and am cleared to be an Uber driver.
I really think a lot of people wait too long looking to be in “perfect” financial shape and miss out on a lot of great years.
I've spent a lot of time thinking about this point and trying to internalize it. I'm a temperamentally-conservative person who is going to be reluctant to leave my job (I can't come back - the decision to quit is final) until I am 100% sure that I am ready. And as you correctly note, there is a huge downside to that in terms of wasting a valuable year in the office. I don't really want to look back and decide that I waited too long to pull the trigger.
That's one of the main reasons why I have unofficially put myself on a clock and made at least some of my family (parents, in-laws) aware of our target date. I'm hoping that having a clearly-articulated target will work against the tendency to say "let's do one more year and see where things are after that."
Good conversation, a topic I've been thinking about a lot lately. The financial services industry is super conservative in their guidance on this. And that makes sense - the model has been AUM, so the more accumulation and the slower the decumulation the better for them. That's how they get paid. And telling someone to save more money obviously fulfills their fiduciary duties as well, it's not some scheme or anything, nothing wrong with that. So they run monte carlo simulations and say you can't retire until you get to a 95-100% chance of "success", which is defined as not running out of money, so you need to save more and withdraw less. And if you're a conservative or risk-averse person, that model probably works pretty well for you.
The 4% rule is similar. That's designed to survive the very worst sequence of return that has ever happened, essentially those that retired in the mid-late 60s. Some may want that level of confidence, again there's nothing wrong with that.
But the flip side is that the data shows many people end up with larger account balances at death than they had at retirement. Is that "success"? To me that means they underspent, they worked too long, or both. It seems if you are able to build in some flexibility in your spending plan, guardrails or similar, and/or be open to earning some income, then you can take on some more risk. Maybe a 75% chance of success on a monte carlo sim is sufficient, especially if it means you can retire 2 years earlier or spend another $10K a year.
What makes this all so challenging is that it's a math problem where we don't know with any certainty most of the inputs. We don't know when we'll die, what our personal rate of return or inflation will be (both are very much personal), whether we'll require long term care, etc. So I get why people want to build worst-case scenarios into their plans.