The in-state vs out-of-state trap
A New York muni is federal AND New York state-exempt for a NY resident — triple tax-free if it's a NYC issue.
Same New York muni held by a Texas resident is only federal-exempt. Lower benefit.
TEY calculations have to specify whether you're using your state's muni or someone else's.
When munis don't help
Inside any tax-sheltered account (IRA, 401(k), Roth) — no point.
In low brackets (12% or below) — taxable bonds usually win.
Short horizons — the TEY math doesn't change dramatically across maturities; pick by duration too.
Don't forget credit risk
A 5% muni yielding 30% TEY looks great, but if it's a B-rated revenue bond from a sketchy issuer, the risk-adjusted return is worse.
Compare like for like — AAA muni vs AAA corporate, A-rated vs A-rated. Ratings matter more than headline yield.
Common TEY mistakes
- Using effective tax rate instead of marginal.
- Forgetting state exemption on Treasuries when comparing to munis.
- Holding munis in IRAs (wastes the tax advantage).
- Ignoring AMT on private-activity bonds.
- Comparing yields across different credit ratings.