Client Profile
| Industry | Pharmaceutical Executive (W-2) |
| Annual Revenue | $550,000 (W-2 income) |
| Prior Entity Type | Individual (W-2 employee) |
| State | New Jersey |
| Key Metric | $69K/year in tax-advantaged contributions; Roth growth tax-free |
| Annual Tax Savings | $69,000 (annual tax-advantaged contributions) |
The Problem
This client was a pharmaceutical company vice president earning $550,000 in total W-2 compensation including base salary, bonus, and deferred compensation payouts. The client was contributing $23,500 to the employer's traditional 401(k) but had been told by the HR benefits team that "Roth IRAs are not available to people at your income level" due to the $240,000 MAGI phase-out for Roth IRA contributions. The client's CPA confirmed this without mentioning the backdoor Roth strategy.
The client was also unaware that the employer's 401(k) plan allowed after-tax contributions above the $23,500 employee deferral limit, up to the IRC §415(c) total annual addition limit of $70,000 (for 2026). These after-tax contributions could be converted to Roth through an in-plan Roth conversion (the "mega backdoor Roth"), creating up to $46,500 per year in additional Roth retirement savings. Between the missed backdoor Roth IRA and the unused mega backdoor Roth 401(k), the client was leaving approximately $53,500 in annual Roth contribution capacity unused.
AE Tax Strategy
1. Backdoor Roth IRA Strategy Under IRC §408A
We implemented the backdoor Roth IRA strategy: the client contributed $7,000 to a traditional IRA (non-deductible, since AGI exceeded the deduction threshold) and immediately converted the balance to a Roth IRA. Because the contribution was non-deductible and the client had no other traditional IRA balances (we had previously rolled an old traditional IRA into the employer 401(k) to avoid the pro-rata rule under IRC §408(d)(2)), the conversion triggered zero taxable income. This produced $7,000 in annual Roth contributions that will grow and be distributed entirely tax-free in retirement.
2. Mega Backdoor Roth via After-Tax 401(k) Contributions Under IRC §415(c)
We worked with the client's HR team to confirm the 401(k) plan permitted after-tax employee contributions and in-plan Roth conversions. The client increased after-tax contributions to fill the gap between the $23,500 pre-tax deferral plus $16,500 employer match ($40,000 total) and the $70,000 IRC §415(c) limit, adding $30,000 in after-tax contributions. Each pay period, after-tax contributions were automatically converted to the Roth 401(k) sub-account through the plan's in-plan Roth conversion feature, minimizing any taxable earnings on the after-tax balance before conversion.
3. HSA Maximization and Tax-Free Growth Coordination Under IRC §223
In addition to the Roth strategies, we enrolled the client in the employer's High Deductible Health Plan (HDHP) with a Health Savings Account (HSA). The client contributed the family maximum of $8,550 to the HSA — deductible above the line regardless of AGI, invested in a diversified portfolio for long-term growth, and used out-of-pocket for current medical expenses while saving HSA receipts for future tax-free reimbursement. The HSA effectively serves as a triple-tax-advantaged retirement account: deductible going in, tax-free growth, and tax-free withdrawals for qualified medical expenses. Combined with the backdoor Roth ($7,000), mega backdoor Roth ($30,000), pre-tax 401(k) ($23,500), and HSA ($8,550), total annual tax-advantaged contributions reached $69,050.
Before & After Comparison
| Tax Category | Before | After | Savings |
|---|---|---|---|
| Pre-Tax 401(k) Deferral | $23,500 | $23,500 | $0 |
| Backdoor Roth IRA | $0 | $7,000 | $7,000 |
| Mega Backdoor Roth 401(k) | $0 | $30,000 | $30,000 |
| HSA Contribution | $0 | $8,550 | $8,550 |
| Total | $23,500 | $69,050 | $69,000 (annual tax-advantaged contributions) |
Key Takeaways
- The backdoor Roth IRA strategy is available to high-income earners regardless of MAGI — the income limits only apply to direct Roth IRA contributions, not to conversions from traditional IRAs.
- The mega backdoor Roth requires an employer plan that permits after-tax contributions and in-plan Roth conversions — not all plans offer this, but it is increasingly common among large employers.
- The pro-rata rule under IRC §408(d)(2) can torpedo backdoor Roth conversions if the taxpayer has existing traditional IRA balances — rolling old IRAs into the employer 401(k) before converting is essential.
- HSAs offer triple-tax benefits that exceed even Roth accounts: deductible contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses at any age.