New to this topic? Start here first:

Taxes8 min readBuilding

Tax-Advantaged Accounts: The Complete Guide

401k, IRA, HSA, 529—which accounts should you prioritize and why?

Time for taxes message reminder

Tax-advantaged accounts are the most powerful wealth-building tools available. They let your money grow without the drag of annual taxes eating into your returns.

The Tax Advantage Math

Account TypeTax Benefit
Traditional (401k, IRA)Tax-free going in
Roth (401k, IRA)Tax-free coming out
Tax-free in, growing, AND out
529Tax-free for education

Why it matters: $10,000 invested, 7% return, 30 years:

  • Taxable: ~$52,000 (after 15% capital gains tax)
  • Tax-advantaged: ~$76,000
  • Difference: $24,000 more from the same investment

The Priority Stack

Do This

Fill accounts in this order:

  1. 401k to employer match — Free money, always first
  2. HSA (if eligible) — Triple tax advantage
  3. — Tax-free growth forever
  4. 401k to max — More tax-advantaged space
  5. Taxable brokerage — After all tax-advantaged space is full

Account Details

401(k) / 403(b)

Feature2024 Details
Contribution limit$23,000 ($30,500 if 50+)
Tax treatmentTraditional or Roth
Employer matchFree money!
Withdrawal59½ or penalty

When to prioritize: When you have an employer match (always get the match first).

Traditional vs. Roth

If You...Choose...
Think taxes will be higher laterRoth
Think taxes will be lower laterTraditional
Are early in career (lower )Roth
Are at peak earningsTraditional
Not sureSplit 50/50

IRA (Individual Retirement Account)

Feature2024 Details
Contribution limit$7,000 ($8,000 if 50+)
Tax treatmentTraditional or Roth
Income limits (Roth)$161k single, $240k married

When to prioritize: After getting 401k match, especially if your 401k has poor fund choices.

Pro Tip

High earners: Check out our Wealth tier lesson on backdoor Roth IRA to contribute even above income limits.

HSA (Health Savings Account)

Feature2024 Details
Contribution limit$4,150 individual, $8,300 family
RequirementMust have HDHP insurance
Tax treatmentTriple advantage

The HSA hack: Pay medical expenses out of pocket, invest your HSA, let it grow for decades. In retirement, reimburse yourself tax-free for all those receipts you saved.

See our HSA Strategy lesson for the full playbook.

529 Plans

FeatureDetails
Contribution limitVaries by state ($300k+)
Tax treatmentTax-free for education
State deductionMany states offer it

Best for: Parents saving for kids' college, or saving for your own education.

Contribution Limits Summary

Account2024 Limit
401(k)$23,000
IRA$7,000
HSA$4,150 / $8,300
529Varies (~$18,000/year gifting)

Total possible tax-advantaged savings: $34,150+ per person

Common Mistakes

Avoid This

  • Not getting the full 401k match (leaving free money)
  • Using traditional when Roth makes more sense (or vice versa)
  • Ignoring the HSA (best account nobody uses right)
  • Cashing out old 401ks instead of rolling over
  • Not investing money inside the accounts

The Optimization Path

Once you've mastered the basics, our Wealth tier covers:

  • Backdoor Roth IRA for high earners
  • Tax-efficient investing strategies
  • techniques

Quick Win

Check how much you're contributing to tax-advantaged accounts right now. If you're not maxing them out, increase your contribution by even 1% this month.

Key Takeaways

  • 1Tax-advantaged accounts can result in 30-50% more wealth over time
  • 2Priority order: 401k match → HSA → Roth IRA → 401k max → taxable
  • 3The HSA is the most tax-advantaged account and is often underutilized