The Psychology of Money: Timeless lessons on wealth, greed, and happiness

$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).