Sun Nov 02 2025, by Tyler Gardner

Tax StrategyInvestingRoth IRA401(k)Personal Finance

How I Would Avoid Paying Taxes on 39% of My Income Legally in My 20s

If I were in my 20s, here's how I'd avoid paying taxes on about 39% of my income, legally. I'm Tyler, a former financial advisor and portfolio manager. I make financial content for free, so you don't have to pay for it.

1. Annual Income

Let’s say I make $70,000 a year.

2. Contribute to a 401(k)

I would throw $23,000 into a 401(k). Free company match? Even better! This is a no-brainer for tax savings.

3. Invest in a Roth IRA

Next, I'd put $7,000 into a Roth IRA and invest it aggressively in a fund like Vanguard's VUG. While this is a post-tax account, it will be worth every penny in 40 years when decades of compound growth result in tax-free withdrawals.

4. Max Out Health Savings Account (HSA)

Then, I’d max out my health savings account with $4,300, investing it in low-cost index funds. Future me will definitely thank me for this decision!

5. Utilize Standard Deductions

Finally, I'd stack the single filer deduction, and I’ve officially dropped from the 22% to the 12% marginal tax bracket. This strategy sets me on track to becoming a millionaire in just over 15 years.

Conclusion

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