Sat Oct 18 2025, by Tyler Gardner

Tax StrategiesRetirement PlanningRoth ConversionsCapital Gains TaxPersonal Finance

How to Pay Almost Zero in Taxes in Retirement

If I were in my late 50s, here’s how I’d pay almost zero in taxes in retirement.

I’m Tyler, a former financial advisor and portfolio manager. I create financial content for free so you don’t have to pay for it.

1. Do Roth Conversions

If you retire at 60, you’ve got a tax sweet spot before Social Security and RMDs kick in. Convert then and enjoy tax-free withdrawals for life.

2. Stay in the 0% Capital Gains Tax Bracket

Stay in the 0% capital gains tax bracket as long as you can. If your taxable income is under $96,700 as a couple, you can sell investments and owe $0 in federal tax. Smart retirees plan for this on purpose.

3. Load Up on Tax-Free Income Sources

Load up on tax-free income sources now, like municipal bonds, Roth IRA assets, and HSAs. The biggest mistake retirees make isn’t how much they earn; it's how much they keep or don’t keep.

Conclusion

Play your tax cards right in your 50s, and you can spend retirement living virtually tax-free. If any of this is helpful, sign up for my free weekly newsletter by clicking the link in my bio. Each week, I’ll send you over another money playbook that actually works.

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