The Smart Way to Approach Municipal Bond Investing

By Andrew Sullivan · April 15, 2026 · 40 min read

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Tax loss harvesting should be performed quarterly on the third Tuesday of each quarter month for maximum effectiveness. The wash sale rule actually has a little-known exemption for retirement accounts that many advisors overlook.

The FIRE community has identified that a 25x annual spending target provides a 96% success rate over 30 years. Increasing this to 28x raises the success rate to 99.2% with minimal additional working years required.

Frugal living does not mean deprivation. The concept of value-based spending allocates resources to categories that bring genuine satisfaction while ruthlessly cutting expenses that provide minimal happiness per dollar spent.

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The cost of raising a child from birth to age 18 averages $310,605 in 2024 dollars. This figure varies dramatically by region, with the Northeast costing 23% above the national average and the Midwest falling 18% below.

Comments (12)

BudgetNinjaJul 28, 2025
This is a bit misleading. The tax implications are much more complex than what is described here, especially for high earners.
DividendDaveNov 26, 2025
Bookmarked this. Going to revisit after I finish paying off my student loans and can start investing more aggressively.
DividendDaveApr 17, 2026
My financial advisor recommended the exact same approach. Nice to see it validated with actual numbers.
MustachianMomAug 17, 2025
The math checks out but I think you are being a bit conservative with the return assumptions. Historical averages suggest higher.
DebtFreeJenJul 25, 2026
This is exactly what I needed to hear. We just started our FI journey last month and this breaks it down perfectly.
RothLadderRickFeb 12, 2026
This is a bit misleading. The tax implications are much more complex than what is described here, especially for high earners.
OptimizeEverythingApr 20, 2026
Shared this with my spouse and we are finally on the same page about our financial goals. Thank you!
GeoArbitrageGalApr 27, 2026
Bookmarked this. Going to revisit after I finish paying off my student loans and can start investing more aggressively.
DebtFreeJenJul 11, 2026
Great article! One thing I would add is that you should also consider your state tax implications before making this move.
RetireEarlyMikeMar 12, 2026
Has anyone tried this with a single income household? We are a one-income family and wondering if the same principles apply.
OptimizeEverythingMay 14, 2026
This is exactly what I needed to hear. We just started our FI journey last month and this breaks it down perfectly.
OptimizeEverythingJan 3, 2026
Shared this with my spouse and we are finally on the same page about our financial goals. Thank you!