Tax Shop
Tax Shop
Charles Trautman, EA · Since 1969

Tax Aversion Therapies · for higher earners

For Higher Earners

Diagnosis: a marginal rate of 32% to 37%, plus 3.8%, plus 4.40%, and a list of credits and deductions the code has quietly taken away.

Prognosis: the breaks that remain are the ones built for business owners and savers. Use those.

There is no cure for the top bracket. These are the therapies.

Welcome. We’re glad to serve you.

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Above about $400,000 of income, the therapies on the other pages mostly phase out: the child credit, the education credits, the student loan deduction, the Roth IRA contribution, the rental loss allowance, the senior deduction, and, under the 2025 act, part of the SALT deduction and a sliver of every itemized deduction. Our phase-outs page is the list of what is taken away. This page is the list of what is left, and what is left is substantial: retirement deferrals that reach six figures, Roth strategies with no income limit, the charitable tools that work best with appreciated assets, the entity-level state tax deduction, and the real estate provisions that were written for people in this bracket.

Ordered by how many of our higher-earning clients can actually use each one. The first four apply to almost everyone with a W-2 over $250,000; the rest need a business, a property, or a startup.

On this page

  1. 1. Every Deferral, Every Year 401(k), HSA, 457, deferred comp, and the spouse’s plan
  2. 2. The Backdoor Roth, and the Mega Backdoor No income limit on conversions
  3. 3. Bunch Into a Donor-Advised Fund Clear the standard deduction every other year; give appreciated stock
  4. 4. The Colorado PTE Election The SALT cap doesn’t apply to the entity
  5. 5. Entity and Salary S corporation above the threshold; the salary that keeps QBI
  6. 6. The Cash Balance Plan $150,000 to $300,000 a year for an owner over 50
  7. 7. Real Estate: Depreciation, Cost Segregation, and the Professional Route Losses that offset wages, for those who qualify
  8. 8. Startups: QSBS and Opportunity Zones Up to $15 million excluded; deferral and basis step-up for OZ gains
  9. 9. The Charitable Tools for Appreciated Assets Stock to a DAF; a charitable remainder trust for a concentrated position
  10. 10. Manage the Cliffs SALT phase-down, NIIT, the itemized-deduction haircut, AMT on ISOs
  11. Questions we get
  12. Side effects
  13. Contraindications

1. Every Deferral, Every Year

The IRS calls them: §402(g), §223, §457(b), §409A

Dose for 2026: 401(k) $24,500 (catch-up $8,000 at 50, $11,250 at 60–63, Roth-only above $150,000 of prior wages); HSA $8,750 family plus $1,000 at 55; a governmental 457(b) in addition to a 401(k) or 403(b) for public employees ($24,500 more); nonqualified deferred compensation if the employer offers it; and the spouse’s plan, which is often half-funded (verify 2026 limits).

At 37% plus 3.8% plus 4.40%, every $10,000 deferred saves about $4,500 this year. A physician couple with a 403(b), a 457(b) and two catch-ups defers over $120,000 before any employer contribution. Nonqualified deferred comp is unsecured and should be sized to the employer’s credit, but for an executive planning to retire to a lower bracket it is the only deferral without a dollar cap. Full article: Tax Breaks for Retirement Savers.

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2. The Backdoor Roth, and the Mega Backdoor

The IRS calls them: §408A(c)(3)(B) (the income limit on contributions) and §408A(d)(3) (no limit on conversions)

Dose: a nondeductible traditional IRA contribution of $7,500 (plus $1,100 catch-up) converted to Roth, every year, for each spouse: $17,200 of Roth a year with no income limit. And, if the 401(k) allows after-tax contributions and in-plan conversions or in-service withdrawals, after-tax contributions up to the $72,000 overall limit converted to Roth: the “mega backdoor,” up to about $47,000 more.

The backdoor works cleanly only if the taxpayer has no other pre-tax IRA money (SEP, rollover, traditional), because the conversion is taxed pro rata across all IRAs; roll any pre-tax IRA into the 401(k) first to clear the denominator. File Form 8606 every year or the basis is lost. The mega backdoor depends entirely on the plan document; ask HR for the summary plan description and look for “after-tax” (not Roth) contributions. Full article: Roth IRAs: Contributions, Conversions, and the Backdoor Roth.

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3. Bunch Into a Donor-Advised Fund

The IRS calls it: §170, and the 2025 act’s 0.5% floor

Dose: contribute two to five years of giving to a donor-advised fund in one year, in appreciated stock; deduct the full value this year (up to 30% of AGI for stock, 60% for cash); grant it out over the following years; take the standard deduction in between. The 2025 act added a floor: only charitable gifts above 0.5% of AGI are deductible starting in 2026, which makes bunching more valuable, not less (verify the 0.5% floor’s effective date and mechanics).

A couple giving $20,000 a year with $14,000 of mortgage interest and $40,400 of capped SALT is at $74,400 of itemized deductions, comfortably over the standard deduction; bunching matters less for them than for the couple under the cap. But the 0.5% floor at $600,000 of AGI eats the first $3,000 of giving every year it happens; bunching five years into one loses $3,000 once instead of five times. And appreciated stock to the DAF avoids the gain entirely. Full article: Charitable Giving: The Federal Rules.

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4. The Colorado PTE Election

Colorado calls it: the SALT Parity Act election

Dose: for owners of an S corporation or partnership, the entity pays Colorado’s 4.40% and deducts it federally outside the SALT cap; at 37%, the saving is about 1.6% of the entity’s Colorado income, every year. Above $505,000 of MAGI the SALT cap phases back down toward $10,000, so a high-earning owner’s own Colorado tax is largely nondeductible, and the election recovers it.

Annual election, estimated payments by the entity, excluded guaranteed payments, and a refundable credit to the owners; the PTE election page has the mechanics. A W-2 executive with no pass-through income can’t use it; a physician in a practice LLC can, and most Colorado practice groups now do.

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5. Entity and Salary

The IRS calls them: §1362, §199A(b)(2), and reasonable compensation

Dose: for a business owner above $400,000 of profit, the S corporation saves the 2.9% to 3.8% Medicare layer on distributions (the Social Security layer is capped by the wage base anyway); above the QBI threshold, the salary is also the W-2 wages that keep the 20% deduction for a non-service business; and for a specified service business (medicine, law, consulting), retirement contributions that bring taxable income back toward $553,500 joint recover a deduction that is otherwise gone.

At this income the entity question is less about payroll tax and more about QBI, the PTE election, and retirement plan design, all of which require an entity. A consultant netting $600,000 as a sole proprietor has no QBI deduction, no PTE election, and a SEP capped by compensation rules; the same consultant as an S corporation with a $250,000 salary, a cash balance plan and the PTE election has all three. Full articles: Reasonable Compensation, The QBI Deduction.

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6. The Cash Balance Plan

The IRS calls it: a defined benefit plan under §412 and §430

Dose: an actuarially determined contribution, deductible to the business, that for an owner in his fifties with $500,000 or more of steady profit typically runs $150,000 to $300,000 a year, on top of a 401(k) profit-sharing plan; the combination can shelter half or more of the income.

It requires a business (the S corporation or partnership above), an actuary, a commitment to fund for several years, and contributions for eligible employees. For a two-physician practice or a successful solo professional over 50, it is the largest deduction available in the code. The money comes out as ordinary income in retirement, ideally in a lower bracket and after a Roth conversion plan. Full article: Tax Breaks for Retirement Savers.

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7. Real Estate: Depreciation, Cost Segregation, and the Professional Route

The IRS calls it: §168(k), §469(c)(7), and Reg. §1.469-1T(e)(3)

Dose: a cost segregation study on a rental building reclassifies 20% to 35% of the cost into 5-, 7- and 15-year property eligible for 100% bonus depreciation, producing a first-year loss; the loss offsets wages only if the taxpayer (or spouse) is a real estate professional who materially participates, or if the property is a short-term rental the owner runs; otherwise it is passive and waits for passive income or a sale.

This is the therapy most heavily marketed to high earners and the one with the most failed claims. A surgeon cannot be a real estate professional while practicing; a surgeon’s spouse who manages the portfolio full time can be, and the losses then offset the surgeon’s wages on the joint return. A short-term rental with an average stay of seven days or less and the owner doing the work is the route that doesn’t require 750 hours. The depreciation is recaptured at sale unless exchanged or held to death. Full articles: Real Estate Professional Status, Your Home as Income, 1031 Exchanges.

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8. Startups: QSBS and Opportunity Zones

The IRS calls them: §1202 and §1400Z-2

Dose: gain on qualified small business stock excluded up to $15 million per issuer (post-July 4, 2025 stock; 50% / 75% / 100% at three, four and five years); a capital gain invested in a qualified opportunity fund within 180 days is deferred and, under the 2025 act’s permanent OZ program, gets a 10% basis step-up after five years (30% for rural funds) and tax-free appreciation after ten (verify the 2025 act’s OZ 2.0 terms and effective dates).

QSBS is for founders, early employees and angel investors in C corporations; it is lost by converting to an LLC, by redemptions, and by selling early. Opportunity zones are for anyone with a large gain who is willing to invest in a designated zone for a decade; the deferral is real, the quality of the fund is the risk, and the ten-year tax-free appreciation is the prize. Full discussion on the investors’ page.

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9. The Charitable Tools for Appreciated Assets

The IRS calls them: §170(e), §664 (charitable remainder trusts), §408(d)(8) (QCDs at 70½)

Dose: appreciated stock to a donor-advised fund: full deduction, no gain. A concentrated position with a large gain into a charitable remainder trust: no gain on the sale inside the trust, an income stream for life, a partial deduction now, and the remainder to charity. At 70½, qualified charitable distributions of up to $111,000 a year from the IRA, which also satisfy the RMD.

The CRT is the tool for the executive with $2 million of one stock at a $200,000 basis who wants to diversify: the trust sells with no tax, pays 5% to 7% a year for life (taxed as received), and the donor deducts the present value of the remainder. It is irrevocable and needs an attorney. The DAF handles everything smaller. Full article: Charitable Giving.

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10. Manage the Cliffs

The IRS calls them: §164(b)(6), §1411, the §68 replacement, §55

Dose: know where the year’s income lands against: the SALT cap phase-down starting at $505,000 of MAGI (the $40,400 cap falls 30% of the excess toward $10,000) (verify); the 3.8% NIIT above $250,000; the 2025 act’s itemized-deduction haircut for 37%-bracket taxpayers (2/37 of itemized deductions otherwise allowed) (verify); the 0.9% additional Medicare tax above $250,000 of wages; the additional 20% capital gains rate above $613,700; and the AMT, which the 2025 act kept with its higher exemption but with a faster phase-out above $1 million (verify), and which still catches ISO exercises.

Each is a reason to time income: a bonus deferred to January, an ISO exercised early in the year, a Roth conversion that stops under $505,000, a gain split across two Decembers. The phase-outs page lists all of them with the 2026 figures; this therapy is simply the December meeting at which the year’s income is projected and the discretionary items are placed. Full article: The Tax Code for High Earners: The Phase-Outs.

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Questions we get

We make too much for a Roth IRA. Is the backdoor legitimate?

Yes. The income limit applies to contributions, not conversions, and Congress acknowledged the strategy in the 2017 act’s legislative history. It works cleanly only if you have no other pre-tax IRA balances; if you do, roll them into your 401(k) first. File Form 8606 every year.

Our SALT deduction got cut. Is there any way around the cap?

If you own part of an S corporation or partnership, the Colorado PTE election moves the state tax on that income to the entity, where it is deductible without a cap. For W-2 income there is no workaround; above $505,000 of MAGI the cap phases down and the planning is to keep MAGI under the line in alternating years where income is controllable.

I’m a physician. Can I buy a rental and deduct the losses against my salary?

Only if you or your spouse qualifies as a real estate professional (750 hours and more than half of working time in real estate, which a practicing physician can’t meet) and materially participates, or if the property is a short-term rental you personally run. Otherwise the losses are passive and wait for a sale. The depreciation is real; the question is when you get to use it.

What is the single largest deduction available to a high-earning business owner?

A cash balance (defined benefit) plan, layered on a 401(k), for an owner over 50 with steady profit: often $150,000 to $300,000 a year, deductible. It requires an entity, an actuary, and a multi-year commitment, and it has to cover eligible employees.

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Side effects

  • Deferrals and plan contributions reduce QBI; above the thresholds for a non-service business, the W-2 wage limit may already cap the deduction, so the reduction is often zero
  • The backdoor Roth with any pre-tax IRA balance is mostly taxable; the mega backdoor depends on plan terms that can change
  • A cost segregation study on a property the owner can’t use losses from front-loads depreciation that is recaptured at ordinary rates on the §1245 portion
  • A charitable remainder trust is irrevocable; the income interest is taxable in tiers and the deduction is limited to 30% of AGI for appreciated property
  • Opportunity zone deferral ends on the earlier of sale or the statutory date; the deferred gain is taxed then at whatever the rates are
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Contraindications

For the Tax Shop desk · the thresholds, phase-outs and elections behind each therapy

  • Limits 2026: §402(g) $24,500; catch-ups $8,000 / $11,250; mandatory Roth catch-up over $150,000 prior FICA wages (indexed); §415(c) $72,000; §457(b) separate limit; HSA $8,750 / +$1,000; §409A deferred comp (election timing, six-month delay for specified employees); IRA $7,500 / +$1,100 (verify all).
  • Backdoor: §408A(c)(3)(B) phase-out ($153,000–$168,000 / $242,000–$252,000 for 2026 (verify)); §408(d)(2) pro-rata across all traditional, SEP and SIMPLE IRAs as of 12/31 of the conversion year; Form 8606 Parts I and II; roll pre-tax IRA to the 401(k) (plan must accept) before year end; TCJA conference report footnote acknowledging the strategy. Mega backdoor: §402(c)(2) and Notice 2014-54 (allocation of after-tax to Roth in a rollover); plan must permit after-tax contributions and in-plan Roth rollovers (§402A(c)(4)) or in-service distributions; ACP testing may limit non-HCE-light plans.
  • Charitable: §170(b)(1)(A) 60% cash / (C) 30% appreciated property; 5-year carryover; 2025 act 0.5%-of-AGI floor for itemizers (from 2026) and the 35%-value cap for 37%-bracket donors via the §68 replacement (verify both); DAF deduction at contribution; Form 8283; CRT §664 (CRAT/CRUT, 10% remainder test, 5%–50% payout, four-tier income characterization §664(b)); QCD §408(d)(8) $111,000 (verify).
  • PTE: C.R.S. 39-22-343; Notice 2020-75; owner credit DR 0104CR; QBI add-back and PTE-tax add-back on the Colorado return; see notes page.
  • Entity/QBI: §199A thresholds $201,750 / $403,500, range tops $276,750 / $553,500; SSTB list Reg. §1.199A-5; W-2 wage / UBIA limits; reasonable compensation; S corporation Medicare saving 2.9% + 0.9% above the wage base ($184,500 (verify)).
  • Cash balance: §401(a), §412, §430 minimum funding; §415(b) benefit limit $290,000 (verify); §404(a)(7) combined deduction limit (31% rule when both DB and DC exist, with the 6% exception); nondiscrimination §401(a)(4) cross-testing; PBGC coverage exemption for owner-only and professional service employers under 26 employees; actuarial certification Schedule SB.
  • Real estate: cost segregation (ATG 2022 rev.); §168(k) 100% for acquisitions after Jan. 19, 2025; QIP 15-year; §469(c)(7) and Reg. §1.469-9; Reg. §1.469-1T(e)(3)(ii)(A) seven-day rule; §1245 recapture on the segregated components at sale; §1031 defers; notes page.
  • QSBS / OZ: §1202 as amended (tiered exclusion, $15M, $75M asset test, indexed) (verify); §1400Z-2 as amended by the 2025 act (permanent rolling designations from 2027, 5-year 10% / rural 30% step-up, 10-year exclusion, deferral end date) (verify); Form 8997; 180-day window from the gain (K-1 gains: later dates allowed).
  • Cliffs 2026: SALT $40,400 cap, phase-down 30% of MAGI over $505,000 to a $10,000 floor (verify); NIIT $200,000 / $250,000; additional Medicare tax $200,000 / $250,000 wages; 20% LTCG above $545,500 / $613,700; §68 replacement 2/37 haircut for 37%-bracket taxpayers (verify); AMT exemption and phase-out per the 2025 act (verify); ISO preference §56(b)(3); supplemental withholding 22% / 37% over $1 million.

What to do about it

At this income the fee for a planning meeting is a rounding error against any one item on this page. Bring the pay stubs, the plan documents (the 401(k) summary plan description, for the after-tax question), the K-1s, the brokerage statements and the giving plan, in November. We will project the year, place the discretionary items against the cliffs, and tell you which of these ten are open to you. The ones that need an entity, an actuary or an attorney take months to set up; the ones that need a phone call to HR take a day.

Call 303-734-1040 or stop by the office in Lone Tree. We’ve been reading the footnotes for Douglas County and the Denver area since 1969.

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Figures reflect the 2026 tax year as currently published and are rounded for readability. Items marked (verify) are to be confirmed against IRS or Colorado DOR sources before the figures freeze in December. Last updated October 15, 2026.