Maximizing Retirement Contributions for High Earners

Most high earners leave tens of thousands of dollars in tax savings on the table every year. The standard advice—“max out your 401(k)“—barely scratches the surface of what’s available to you.

This guide shows you how to shelter $150,000 or more annually in tax-advantaged accounts, legally reducing your tax burden while building wealth faster than you thought possible.

The $150K+ Tax-Advantaged Opportunity

Here’s what most high earners miss: the tax code offers far more sheltering capacity than the typical $24,500 401(k) limit. When you stack every available account, a married couple with some self-employment income can shelter well over $200,000 per year.

Account Type	2026 Limit	Who Qualifies
401(k) employee contributions	$24,500	Employees with plan access
401(k) catch-up (50+)	+$8,000	Age 50 and older
401(k) super catch-up (60-63)	+$11,250	Ages 60-63 only
Mega backdoor Roth (after-tax 401k)	Up to $47,500	Plans that allow it
Backdoor Roth IRA	$7,500	Anyone
HSA (family)	$8,750	HDHP enrollees
HSA catch-up (55+)	+$1,000	Age 55 and older
SEP IRA / Solo 401(k)	Up to $72,000	Self-employed
529 superfunding	$95,000 single / $190,000 MFJ	Parents, grandparents

The cost of inaction? At a 37% marginal rate, leaving $100,000 unsheltered costs you $37,000 in federal taxes alone—every single year.

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2026 Contribution Deadline Calendar

Account Type	Establishment Deadline	Contribution Deadline	Notes
401(k) employee	N/A (employer plan)	December 31, 2026	Through payroll deductions only
401(k) employer	N/A (employer plan)	Tax filing deadline + extensions	Employer can contribute until company files
Solo 401(k)	December 31, 2026	April 15, 2027 (Oct 15 with extension)	Employee portion due 12/31; employer can extend
SEP IRA	Tax filing deadline	Tax filing deadline + extensions	Can establish AND fund with extension
Traditional/Roth IRA	April 15, 2027	April 15, 2027	No extension allowed
Backdoor Roth	April 15, 2027	April 15, 2027	Complete conversion by 12/31 for same-year tax treatment
HSA	April 15, 2027	April 15, 2027	Must have HDHP coverage during contribution period
529 (state deduction)	December 31, 2026	December 31, 2026	Most states require 12/31 deadline for state deduction

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Part 1: Employer-Based Strategies

Traditional vs Roth 401(k): The High Earner’s Decision Framework

Your 401(k) likely offers both traditional (pre-tax) and Roth (after-tax) options. The right choice depends on your specific situation.

When Traditional Wins:

• You’re at peak earnings in the 35-37% bracket
• You expect to be in a lower bracket in retirement
• You’re maximizing current tax savings to invest the difference
• Your state has high income tax now but you’ll retire elsewhere

When Roth Wins:

• You believe tax rates will rise significantly
• You want to reduce future RMDs (Required Minimum Distributions)
• You’re building a tax-free inheritance for heirs
• You’re early in your career with room for income growth

The Hybrid Approach: Many high earners split contributions—enough traditional to drop a bracket, with the rest in Roth. This creates tax diversification and flexibility in retirement.

Mega Backdoor Roth: The High Earner’s Secret Weapon

The mega backdoor Roth is the single most powerful retirement strategy available to high-earning employees—yet most don’t know it exists.

How It Works:

The 2026 total 401(k) limit (employee + employer contributions) is $72,000 (or $80,000 if 50+, $83,250 if ages 60-63). Most people only use a fraction of this:

$24,500  Employee contribution (traditional or Roth)
+$10,000  Typical employer match
= $34,500  What most people contribute

$72,000  Total limit
-$34,500  Your contributions + match
= $37,500  Unused capacity

If your plan allows after-tax contributions and in-service distributions or in-plan Roth conversions, you can contribute that extra $37,500 (or more) and convert it to Roth.

Step-by-Step Execution:

1. Verify plan eligibility: Ask HR if your plan allows after-tax contributions and either in-service distributions or in-plan Roth conversions
2. Set up after-tax contributions: This is separate from your regular pre-tax or Roth 401(k) election
3. Convert immediately: Either roll over to a Roth IRA (in-service distribution) or convert within the plan (in-plan conversion)
4. Repeat each pay period: Automate if possible to minimize earnings in the after-tax bucket

Employers That Support Mega Backdoor Roth:

Many large employers offer this, including:

• Google, Meta, Apple, Amazon, Microsoft
• Most major tech companies
• Many Fortune 500 companies
• Some law firms and consulting firms

If your employer doesn’t offer it, this is worth advocating for—the administrative cost is minimal and it’s a valuable recruiting tool.

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Part 2: Individual Strategies

Backdoor Roth IRA: Bypassing Income Limits

The backdoor Roth IRA lets you contribute to a Roth even when your income exceeds the limits.

2026 Income Limits for Direct Roth Contributions:

• Single: Phase-out begins at $153,000, ineligible above $168,000
• Married Filing Jointly: Phase-out begins at $242,000, ineligible above $252,000

The Backdoor Process:

1. Contribute $7,500 ($8,600 if 50+) to a traditional IRA (non-deductible)
2. Wait 1-2 business days (not legally required, but a best practice)
3. Convert the entire balance to a Roth IRA
4. Report on Form 8606 with your tax return

The Pro-Rata Rule Warning:

This is where most high earners stumble. If you have any pre-tax IRA money (traditional IRA, SEP IRA, or SIMPLE IRA), the IRS treats all your IRAs as one pool for conversion purposes.

Example: You have $93,000 in a rollover IRA (pre-tax) and contribute $7,000 to a new traditional IRA for a backdoor Roth.

• Total IRA balance: $100,000
• Pre-tax portion: 93%
• When you convert $7,000, $6,510 is taxable (93% × $7,000)

The Solution: Roll any pre-tax IRA money into your 401(k) before doing a backdoor Roth. Most 401(k) plans accept incoming rollovers. This zeros out your traditional IRA balance and makes the backdoor Roth tax-free.

HSA: The “Stealth IRA”

The Health Savings Account is the most tax-advantaged account in the entire tax code—and most people use it wrong.

The Triple Tax Advantage:

1. Tax-deductible contributions (or pre-tax through payroll)
2. Tax-free growth indefinitely
3. Tax-free withdrawals for qualified medical expenses

No other account offers all three. A 401(k) is tax-deferred; a Roth IRA offers tax-free growth but not a deduction. Only the HSA gives you both.

2026 HSA Limits:

Category	Limit
Individual coverage	$4,400
Family coverage	$8,750
Catch-up (55+)	+$1,000

Eligibility Requirements:

• Enrolled in a High Deductible Health Plan (HDHP)
• 2026 HDHP minimum deductible: $1,700 individual / $3,400 family
• 2026 out-of-pocket max: $8,500 individual / $17,000 family
• No other health coverage (with limited exceptions)

The Retirement Strategy:

Stop using your HSA for current medical expenses. Instead:

1. Contribute the maximum every year
2. Invest the balance in low-cost index funds (not the default money market)
3. Pay medical expenses out of pocket and save your receipts
4. Let it grow for decades tax-free
5. Withdraw tax-free in retirement for any medical expenses you’ve ever had (no deadline on reimbursement)

After age 65, you can withdraw for any purpose—not just medical—and pay ordinary income tax (like a traditional IRA). But for medical expenses, it remains tax-free forever. No RMDs, no penalties.

An HSA funded at the family limit from age 35 to 65 could grow to over $500,000 assuming 7% returns.

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Part 3: Self-Employment Strategies

Even a small side business unlocks powerful additional retirement accounts.

SEP IRA vs Solo 401(k): Which Is Right for You?

Both accounts let self-employed individuals shelter significant income, but they work differently.

SEP IRA:

• Contribution: 25% of net self-employment income, up to $72,000
• Pros: Simple to set up, minimal paperwork
• Cons: All contributions are employer (no employee deferrals), no Roth option, affects backdoor Roth (pro-rata rule)

Solo 401(k):

• Employee contribution: $24,500 (or $32,500 if 50+, $35,750 if 60-63)
• Employer contribution: 25% of net self-employment income
• Total: Up to $72,000 ($80,000 if 50+, $83,250 if 60-63)
• Pros: Can make employee contributions even with lower income, Roth option available, can accept rollovers (protects backdoor Roth)
• Cons: More paperwork, Form 5500-EZ required once assets exceed $250,000

Why Solo 401(k) Usually Wins for High Earners:

The employee contribution component is the key advantage. Compare two consultants with $100,000 in net self-employment income:

Strategy	SEP IRA	Solo 401(k)
Employee contribution	$0	$24,500
Employer contribution (25%)	$25,000	$25,000
Total	$25,000	$49,500

With lower self-employment income, the difference is even more dramatic. Someone with $30,000 in net SE income can contribute $24,500 to a Solo 401(k) but only $7,500 to a SEP IRA.

The Roth Solo 401(k) Advantage:

Unlike SEP IRAs, Solo 401(k)s can have a Roth option. You can make your $24,500 employee contribution as Roth—after-tax money that grows tax-free forever. This is especially valuable if you expect tax rates to rise.

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Part 4: Family & Education Planning

529 Plans: Beyond Education

529 plans aren’t just for college savings—they’re a powerful wealth transfer and tax planning tool.

State Tax Deductions:

Over 30 states offer tax deductions or credits for 529 contributions. Some examples:

• New York: Up to $5,000 single / $10,000 MFJ deduction
• Illinois: Up to $10,000 single / $20,000 MFJ deduction
• Many states have no income limits on the deduction

The Gift Tax Strategy: Superfunding

You can front-load up to 5 years of annual gift exclusions into a 529 in a single year:

• 2026 annual gift exclusion: $19,000 per recipient
• 5-year superfunding: $95,000 single / $190,000 married (per beneficiary)

A married couple with three children could move $570,000 out of their estate in a single year, all growing tax-free for education.

The SECURE 2.0 Game-Changer: 529-to-Roth IRA Rollover

Starting in 2024, you can roll unused 529 funds into a Roth IRA for the beneficiary. This is extraordinary because it bypasses Roth IRA income limits.

Rules:

• 529 must have been open for at least 15 years
• Contributions from the last 5 years (and their earnings) aren’t eligible
• Annual rollover limited to the IRA contribution limit ($7,500 in 2026)
• Lifetime rollover cap: $35,000 per beneficiary
• Beneficiary must have earned income

Strategic Implications:

Open a 529 for your child at birth. If they get scholarships or choose a different path, they can still roll up to $35,000 into their Roth IRA starting at age 15—even if they earn $500,000/year and couldn’t otherwise contribute to a Roth.

This makes 529 plans a nearly risk-free proposition for high earners.

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Part 5: The Stacking Strategy

Let’s see what’s possible when you combine everything.

Example: Married Couple, Both Age 45, One Has Side Consulting Income

Account	Person 1	Person 2	Total
401(k) employee contribution	$24,500	$24,500	$49,000
Mega backdoor Roth (after-tax 401k)	$30,000	$15,000	$45,000
Backdoor Roth IRA	$7,500	$7,500	$15,000
HSA (family, one account)	$8,750	—	$8,750
Solo 401(k) (consulting income)	—	$25,000	$25,000
Tax-advantaged total			$142,750

Add a 529 superfunding contribution of $190,000 for a child, and this couple shelters over $330,000 in a single year.

Example: Self-Employed Consultant, Age 62, $300K Net Income

Account	Amount
Solo 401(k) employee	$35,750 (super catch-up)
Solo 401(k) employer (25%)	$47,500
Backdoor Roth IRA	$8,600 (catch-up)
HSA (individual, 55+ catch-up)	$5,400
Total	$97,250

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Action Steps

This Week:

• Log into your 401(k) and verify your contribution rate is set to max ($24,500/year)
• Check if your plan allows after-tax contributions (mega backdoor Roth)
• Review your IRA balances for pro-rata rule issues

This Month:

• If you have pre-tax IRA money, initiate a rollover to your 401(k)
• Set up or increase your backdoor Roth IRA contribution
• Review your health plan—consider switching to an HDHP if the math works

This Quarter:

• If self-employed or have side income, research Solo 401(k) providers (Fidelity, Schwab, Vanguard all offer free options)
• Open 529 accounts for children if you haven’t already
• Meet with a CPA or financial planner to model your specific situation

Questions to Ask HR:

1. “Does our 401(k) plan allow after-tax contributions?”
2. “Does the plan allow in-service distributions or in-plan Roth conversions?”
3. “Can I roll my external IRA into the 401(k)?”
4. “What’s the total annual limit under our plan?”

When to Consult a Professional:

• You have significant pre-tax IRA balances and want to do backdoor Roth
• You’re choosing between SEP IRA and Solo 401(k)
• You have complex self-employment income across multiple businesses
• You’re approaching retirement and need to optimize withdrawal sequencing
• You have equity compensation that complicates your tax picture

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Case Study: The Physician Couple Optimizing Every Account

Profile

• Ages: Dr. Sarah (42) and Dr. James (44)
• Occupations: Sarah is an employed hospitalist; James runs a private practice (S-corp)
• Combined W-2/K-1 income: $850,000
• Children: Two (ages 8 and 10)
• State: California (13.3% top marginal rate)
• Current retirement savings: $1.2 million across accounts

The Situation

Sarah’s hospital offers a 401(k) with mega backdoor Roth capability. James has an S-corp with full flexibility to design his retirement plan. Both have been maxing their basic 401(k)s but haven’t optimized beyond that.

The Opportunity Analysis

Account	Sarah	James	Total
401(k) employee contribution	$24,500	$24,500 (via S-corp)	$49,000
Mega backdoor Roth	$35,000 (plan limit)	N/A	$35,000
Backdoor Roth IRA	$7,500	$7,500	$15,000
HSA (family)	$8,750	—	$8,750
S-corp employer contribution	—	$50,000 (25% of $200K salary)	$50,000
529 contributions (2 kids)	$20,000 state deduction	—	$20,000
Total tax-advantaged			$177,750

The Implementation

Step 1 (January):

• Sarah increased 401(k) to max through payroll
• Sarah set up after-tax contributions for mega backdoor
• Both opened/funded backdoor Roth IRAs

Step 2 (February):

• James established Solo 401(k) for his S-corp (had been using SEP IRA)
• Rolled SEP IRA balance into Solo 401(k) to protect backdoor Roth

Step 3 (March):

• Sarah enrolled in HDHP during open enrollment period
• Opened Fidelity HSA (better investment options than employer’s)
• Set HSA to invest in total stock market index

Step 4 (October):

• James made employer contribution to Solo 401(k) before year-end
• Funded 529s for both children to capture California deduction (none available, but tax-free growth)

Step 5 (December):

• Verified all contributions completed before deadlines
• Sarah confirmed mega backdoor conversions processed

The Tax Impact

Metric	Before Optimization	After Optimization
Tax-advantaged contributions	$49,000	$177,750
Federal tax savings (37%)	$18,130	$53,448*
California tax savings (13.3%)	$6,517	$19,169*
Total annual tax savings	$24,647	$72,617

*Roth contributions don’t provide current deduction but grow tax-free; HSA provides both.

Key Lessons

1. The S-corp unlocked massive employer contributions: James can contribute 25% of his reasonable salary as employer contribution—on top of his employee contribution.

2. Mega backdoor added $35,000: Sarah’s hospital plan allowed this, adding significant Roth savings annually.

3. Rolling SEP to Solo 401(k) protected backdoor Roth: Without this, the pro-rata rule would have made their backdoor Roth partially taxable.

4. HSA provides triple tax benefit: In California’s high-tax environment, the HSA’s state tax savings are substantial.

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Common Mistakes to Avoid

1. Ignoring the Pro-Rata Rule for Backdoor Roth

The most expensive mistake high earners make. If you have ANY traditional IRA balance (including SEP or SIMPLE IRA), the backdoor Roth becomes partially taxable. The solution: roll pre-tax IRA funds into your 401(k) before doing the backdoor Roth.

2. Missing the Mega Backdoor Opportunity

Many high earners don’t know their 401(k) allows after-tax contributions. This one question to HR—“Does our plan allow after-tax contributions and in-plan conversions?”—can unlock $30,000-$47,000+ in additional Roth savings annually.

3. Waiting to Establish a Solo 401(k)

A Solo 401(k) must be established by December 31 of the contribution year. Many self-employed high earners discover this strategy in April when filing taxes—too late for the prior year. Set it up early, even if you fund it later.

4. Contributing to SEP IRA When Solo 401(k) Is Available

SEP IRAs are simpler but inferior for most high earners. They don’t allow employee contributions, have no Roth option, and trigger the pro-rata rule. Solo 401(k)s beat SEP IRAs in almost every dimension.

5. Using HSA as a Spending Account

The HSA is the most tax-advantaged account available—don’t waste it on current expenses. Pay medical bills out of pocket, invest HSA funds in index funds, and let them grow for decades. You can reimburse yourself later—even 30 years later—tax-free.

6. Forgetting the $24,500 Employee Limit Is Shared

If you have both a W-2 job and self-employment income, your combined employee contributions to all 401(k) plans can’t exceed $24,500 (or $32,500 if 50+). Over-contributing triggers penalties and complex correction procedures.

7. Not Maximizing Before December 31

Some accounts (401(k) employee contributions, 529s for state deduction, mega backdoor Roth) must be completed by December 31. Others (IRA, SEP, HSA) can be funded until April 15. Know your deadlines and don’t miss the year-end cutoffs.

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The Bottom Line

High earners have access to retirement accounts far beyond the standard 401(k) and IRA limits. The strategies outlined here—mega backdoor Roth, HSA optimization, Solo 401(k), 529 planning—can shelter $150,000 or more annually.

Every year you delay is a year of lost tax-advantaged growth. The math is simple: at a 7% return, $100,000 invested in a tax-free account today becomes $760,000 in 30 years—all of it tax-free if it’s in a Roth.

Start with whatever you can implement immediately. Even one additional strategy—opening an HSA, starting a backdoor Roth, asking HR about mega backdoor—can save you thousands per year.

The tax code rewards those who understand it. Now you do.