Tax Planning To and Through Early Retirement

$5k/mo is not that significant compared to your spending power on $12m investable assets which is something like $400k+ per year conservatively. Everyone is saying you need to give spending, normally that is a valid comment but as an air traffic controller and SAHM I highly doubt you are spending $400k+/yr. Assuming you are currently living somewhere in the ballpark of within your means, you now have more money than you will ever need. Your daughter is 9. In 3 years she'll be 12. 3 years is 1/3 of the time she's going to remain under 18. I would quit now/soon (you don't need to rush to any decisions, but I wouldn't work 3 years for benefits you don't need). Spend the next few weeks reading the following books: A Richer Retirement Tax Planning To and Through Early Retirement The Psychology of Money and The Art of Spending Money Ern's SWR Series (note I think this leans more conservative than necessary, but is still worth reading).

Ern's SWR Series, with the caveat that it leans pretty heavily to the conservative side and has a very limited view of diversification. A Richer Retirement, I think this is more realistic/balanced. Tax Planning To and Through Early Retirement I normally like kindle and audible, but for both books above I would recommend getting the physical book, as there are lots of figures/tables. I consider all three of the above to be required reading for early retirees or aspiring early retirees, most regular retirees too.

Search for "estimated tax payments", or better yet buy time book "Tax planning to and through early retirement". https://www.amazon.com/Tax-Planning-Through-Early-Retirement/dp/B0FNNVXY16/ Basically: when you're working for a paycheck, tax is withheld so that you typically get a small refund or amount owing next April. When you're living off dividends and sales there's typically no withholding. You need to submit estimated tax payments yourself, or you may have to pay penalties and interest. The penalties are not huge, you don't need to panic, but it's better to avoid it.

Read Tax Planning To and Through Early Retirement. https://a.co/d/0dtXiuxA No, managing your finances isn’t like a job. It’s fairly simple and doesn’t take a lot of time.

Cody Garrett and Sean Mullaney. https://a.co/d/09gafh0J