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Tax Planning Services for High Earners

A Planning Service for Incomes the Tax Code Targets

Surtaxes, phase-outs, and withholding rules quietly raise your effective rate as income climbs. This is Taxstra's planning engagement for high earners — CPA-led, roughly 1,500 clients, all 50 states — built to manage that on purpose, all year.

A guide by Taxstra Tax & Accounting — CPA-led tax strategy for business owners

What This Service Is

The engagement, defined in one paragraph

This is a year-round tax planning engagement for high-income households: we forecast your income quarterly, build a written plan with each strategy quantified in dollars, help you implement before the deadlines, and in most cases file the return so the plan and the reporting match. One team, one system, no handoffs between your "strategist" and your "preparer."

If you're still researching the strategies themselves — what's actually legal, what the levers are, how the math works — start with our high-income tax planning guide. It's the education. This page is the service: what we do, for whom, and how the engagement runs.

Key Insight

High income is exactly when planning stops being optional.

As income rises, the code layers on the net investment income tax, the additional Medicare tax, and phase-outs that quietly remove deductions and credits — so each marginal dollar is taxed harder than the last. The same effect works in reverse: at high marginal rates, every dollar of well-executed strategy is worth more to you than it is to someone in a lower bracket.

Who We Built It For

Four high-income profiles, four different plans

Physicians — especially locum tenens and 1099. High income, multiple states, mixed W-2/1099 years, and usually no proactive advice from the current preparer. This is our flagship vertical; the physician-specific version of this service lives at our physician tax planning page.

Tech employees and executives with equity compensation. RSU-heavy W-2s, ISO exercise decisions, ESPP shares, and withholding that never matches the actual bracket. The plan centers on timing, withholding correction, and multi-year sequencing of sales and exercises.

Real estate investors and W-2 earners buying property. Short-term rental strategy, Real Estate Professional Status, cost segregation, and passive loss planning — coordinated with the rest of your income picture. See our real estate investor services for the full treatment.

Business owners and high-income 1099 contractors. Entity structure, reasonable compensation, retirement plan stacking, and quarterly estimates that track reality instead of last year.

Watch Out
A $600,000 W-2 return is only simple if nobody is trying. Withholding gaps on supplemental wages, equity events, phase-outs, and state sourcing all hide inside "simple" returns — which is why high earners with one W-2 routinely discover their effective rate was higher than it needed to be, years after the fact.

How the Engagement Works

From discovery call to executed plan

1. Discovery (30 minutes, free). We review your situation — income sources, entities, states, prior returns — and identify which strategies are plausibly in play. You leave knowing whether planning is worth it for your numbers, with a flat-fee quote.

2. Analysis and the written plan. We model each applicable strategy against your actual figures: projected dollar impact, implementation cost, deadline, and what's required from you. Prior-year returns get reviewed for errors and missed opportunities while we're in there.

3. Implementation. Strategies get executed, not laminated. We coordinate payroll for entity changes, work with your retirement plan administrator and financial advisor, and set the documentation standards each strategy needs to survive scrutiny.

4. The cadence. Quarterly forecast updates as income and life change, a pre-year-end execution review, and — in most engagements — preparation of the return itself, so every election and strategy is reported exactly as designed.

Taxstra CPA Tip

Bring us your prior two years of returns.

The fastest way to evaluate any planning firm is to let it read your history. Prior returns show us your effective rate, your preparer's habits, and the strategies that were available but never used. We do this review as part of every new engagement — it's often where the first findings come from.

The Levers We Quantify

What a planner models that a preparer never sees

The difference between this service and a once-a-year preparer isn't effort — it's the question being asked. A preparer asks "what happened?" A planner asks "what should happen next, and what is it worth?"

Your situationWhat a preparer doesWhat this service does
RSU vesting eventsTypes in the W-2 as receivedModels withholding against your real bracket and fixes the gap mid-year
1099 or side incomeReports it on Schedule CEvaluates entity structure, retirement stacking, and estimate strategy
Rental propertyEnters the depreciation the software suggestsModels cost segregation, STR treatment, and passive loss positioning
Charitable givingDeducts what you donatedDesigns bunching and appreciated-stock gifting before you write checks
A move between statesFiles where you tell themPlans residency timing and documentation before the move happens

Here's what the quantifying looks like in practice, using a composite scenario:

Key Insight

A physician household, modeled.

A physician earning $450,000 — W-2 hospital income plus $80,000 of 1099 moonlighting — comes in with no plan. The engagement models: an entity and retirement structure for the 1099 income (a solo 401(k) alone can shelter a meaningful share of it); backdoor Roth contributions for both spouses, since direct Roth contributions phase out at their income; a donor-advised fund funded with appreciated stock, which avoids the capital gain on the appreciation and concentrates several years of deductions into one; and corrected quarterly estimates so the 3.8% net investment income tax and under-withheld moonlighting income stop generating April surprises and penalties. Each lever gets a projected dollar figure before anything is implemented.

The full strategy library — short-term rental treatment, cost segregation, S-Corp optimization, Augusta Rule, and the rest — lives in our strategies hub, and the plan draws on whichever pieces your facts support. Multi-state earners get the residency and sourcing work layered in through our multi-state filing service.

What You Get

The deliverables, spelled out

  • A written, multi-year tax plan — every recommended strategy with projected dollar impact, cost, deadline, and owner.
  • Quarterly forecasts and estimate schedules — withholding and estimated payments that track your actual year, so balances due stop being surprises.
  • Equity compensation decision support — exercise, hold, and sell guardrails modeled against your brackets and cash needs.
  • Implementation coordination — payroll, retirement plan administrators, and your financial advisor, all working from the same plan.
  • Documentation standards per strategy — what to keep and how, so every position on the return is defensible years later.
  • Return preparation that matches the plan — in most engagements, the team that designed the strategy also files it.

What you won't get: guaranteed savings figures, one-size-fits-all "loopholes," or strategies we wouldn't defend in an exam. Projections are modeled honestly from your facts, and we tell you when a popular strategy doesn't fit your situation.

Why Taxstra

The credentials behind the plan

  • CPA + MBA + licensed real estate broker. Founder Bryan Martin's rare credential combination makes the firm uniquely credible on REPS, STR, and cost segregation strategies most CPAs avoid.
  • Genuine multi-state expertise. Locum tenens sourcing, NY/NJ filings, and residency planning are core practice areas, not occasional requests.
  • A proactive planning firm, not a once-a-year preparer. Quantified strategy engagements are the flagship service — the entire firm is built around them.
  • Established and nationwide. Roughly 1,500 clients across all 50 states, fully remote — not a solo side practice.
  • Physician-community trust. White Coat Investor platinum sponsor and guest on WCI Podcast Episode #459.
  • Tech-forward. Modern client portal, digital workpapers, and fast turnaround.

FAQs

What high earners ask before engaging us

A year-round engagement: a written tax plan with each strategy quantified in dollars, quarterly income forecasts and estimate schedules, implementation support for entity, retirement, and charitable moves, and in most cases preparation of the return itself so the plan and the filing never diverge. It is an ongoing advisory relationship, not a one-time report.

Find Out What a Plan Is Worth for Your Numbers

Book a free 30-minute strategy call. We'll review your situation, identify the levers in play, and quote a flat fee — you'll know the projected value before you commit to anything.

Limited Availability

Find Out What You're Overpaying in Taxes

Book a free 30-minute call to walk through your situation. We'll tell you exactly how our CPA-led team can help — and whether we're the right fit.

Learn how our CPA-led team can help
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What to Expect on the Call

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We learn about your business and tax situation
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We explain which services fit your needs
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You get honest answers — no hard sell