Biker: in a similar position but haven't pushed the button.
I just turned 40 last week. 2 kids (3 and 1). Currently about 4m in investment assets and about 1.3m house with 650k left on the mortgage (southern California and got lucky bought at the bottom).
My income is much more than we spend and I mostly enjoy my work...
What is pushing me closer is my daughter now asks me every morning to stay with her instead of going to work. I know that in a few years she will likely ask the opposite
. So I feel like if I don't take the time now... I'll regret it.
It's also likely work will always be there. I'm in tech but there's no way I wouldn't keep up with it because I love the content and it would just become my hobby.
Like you I'm worried about insurance, draw downs etc but at the same time I have more than enough to spend the formative years with my kids in almost any nightmare scenario. And it's likely that were good forever at this point in almost any situation.
So I suspect in the next year or so I will make the shift.
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