Tax Planning That Saves More Than It Costs
Proactive strategy saves our clients $30K-$80K+ in year one. Stop leaving money on the table.
(217) 788-0750What Tax Planning Actually Includes
By Bryan Martin, CPA, Managing Partner and Founder of Taxstra. Last reviewed July 10, 2026.
Tax planning services are a year-round engagement in which a CPA analyzes your income, entities, investments, and goals, then builds and implements strategies to legally reduce your tax bill. A Taxstra engagement produces three things: a written tax strategy plan with quantified savings attached to each recommendation, hands-on implementation of every strategy in that plan, and year-round support with quarterly reviews and estimated tax management.
If your CPA only talks to you in April, you're almost certainly overpaying. Most high-income earners don't realize how much they're leaving on the table until a proactive strategy is in place.
Tax planning is the process of analyzing your financial situation and making strategic decisions before year-end to legally minimize your tax liability. It is not the same as tax preparation. Preparation records what happened. Planning determines what should happen.
At Taxstra, our tax planning service includes a comprehensive review of your income sources, entity structure, retirement accounts, investment portfolio, real estate holdings, and charitable giving. We identify every available strategy under the current tax code — not just the obvious ones your payroll provider or TurboTax would catch, but the advanced strategies that require professional analysis and multi-year modeling.
What is included in every engagement:
- Multi-year tax projection: We model your tax picture on its current path versus the planned path over the next several years, so every recommendation comes with a number attached.
- Entity review and optimization: Should your business be a sole proprietorship, LLC, S-Corp, or C-Corp? We run the analysis, including S-Corp reasonable salary and Section 199A QBI deduction positioning. The wrong structure costs thousands annually in unnecessary self-employment tax.
- Retirement plan stacking: Beyond your employer 401(k), strategies like the Solo 401(k), SEP-IRA, cash balance plans, defined benefit plans, and the mega backdoor Roth can shelter substantial pre-tax and Roth dollars every year.
- Real estate strategies: Cost segregation, bonus depreciation, REPS qualification, and the STR loophole can generate six-figure deductions for property owners.
- Equity compensation planning: RSU, ISO, NSO, and ESPP timing, including AMT exposure modeling before you exercise, not after.
- Estimated tax management: Quarterly estimated tax calculations and safe harbor planning so you avoid underpayment penalties without giving the IRS an interest-free loan.
- Charitable giving optimization: Donor-advised funds, qualified charitable distributions, and appreciated stock donations can multiply your tax benefit compared to cash gifts.
- State tax planning: For multi-state filers, remote workers, and business owners operating across state lines.
Every strategy we recommend is documented in a written tax plan with projected savings, implementation deadlines, and specific action items. You know exactly what we are doing, why, and how much it will save.
How Tax Planning Differs from Tax Preparation
Most Americans, including most high-income earners, only have a relationship with a tax preparer. They send documents in February, get a return filed in April, and do not hear from their CPA again until the following year. That is tax preparation, and we offer it too through our tax filing service. Planning is a different job entirely.
| Tax Preparation | Tax Planning |
|---|---|
| Backward-looking (reports what happened) | Forward-looking (determines what should happen) |
| Once per year (January-April) | Year-round with quarterly reviews |
| Compliance-focused (file correctly) | Strategy-focused (minimize legally) |
| Priced per return filed | Judged by dollars saved, not forms filed |
| Reactive (after the fact) | Proactive (before deadlines pass) |
The difference is not subtle. A tax preparer will enter your 1099 income on Schedule C and calculate self-employment tax. A tax planner will have already helped you elect S-Corp status, set reasonable compensation, and run payroll — so that 1099 income flows through the S-Corp and saves $10,000 to $30,000 in self-employment tax before the return is ever prepared.
A tax preparer will depreciate your rental property straight-line over 27.5 years. A tax planner will have ordered a cost segregation study months earlier, reclassifying $200,000+ into 5-year property with bonus depreciation. Same property, same taxpayer — dramatically different tax outcome.
Who Needs Proactive Tax Planning?
Not everyone needs a dedicated tax planner. If your only income source is a single W-2 under $150,000, standard deductions and employer retirement plans handle most of the optimization. But for high-income earners with complex situations, the gap between reactive filing and proactive planning is measured in tens of thousands of dollars.
Our tax planning clients typically share these characteristics:
High-Income W-2 Earners
Physicians, attorneys, executives, and tech professionals earning $300K+ who are in the 32%-37% federal bracket. Strategies include backdoor Roth, mega backdoor Roth, deferred compensation planning, and RSU/stock option timing. Read our tax planning for tech employees.
Business Owners
Self-employed professionals, agency owners, consultants, and e-commerce operators earning $150K+ net. Strategies include S-Corp optimization, retirement plan stacking, accountable plans, and the Section 199A QBI deduction.
Real Estate Investors
Landlords with 2+ properties, STR operators, and commercial property owners. Strategies include cost segregation, REPS qualification, the STR loophole, 1031 exchanges, and entity layering. Read our real estate CPA services.
Physicians & Medical Professionals
Attending physicians, surgeons, and specialists with W-2 income plus 1099 side income from consulting, expert witness, or medical directorships. Read our physician tax planning services.
If you are paying more than $50,000 per year in federal income tax and your CPA only contacts you during filing season, you are almost certainly overpaying. The question is not whether proactive planning will save you money. The question is how much.
If your income or asset picture is complex enough that you are weighing a dedicated advisor rather than a planning engagement, our guide on who a high net worth tax advisor is right for walks through that distinction.
What Tax Planning Costs
Every engagement is quoted as a flat annual fee, agreed up front before any work starts. The fee scales with complexity: the number of entities, income sources, states, and properties involved, and how much implementation the plan requires. It always includes the written tax plan, quarterly planning calls, multi-year projections, implementation support, and year-round access to your planning team. Tax return preparation is typically bundled at a reduced rate for planning clients.
We quote your exact fee in a free initial consultation after reviewing your situation, so the number reflects your actual complexity rather than a menu. For general context on what CPAs charge for planning and preparation, see our guide on how much a CPA costs.
Every Strategy Is IRS-Compliant
Tax planning is not about finding loopholes or taking aggressive positions. Every strategy we implement is grounded in specific sections of the Internal Revenue Code, Treasury Regulations, and IRS guidance. We document the legal authority for every recommendation in your written tax plan.
Common code sections we rely on: IRC Section 199A (QBI deduction), Section 469 (passive activity rules), Section 168(k) (bonus depreciation), Section 1031 (like-kind exchanges), Section 401(k)/412(e)(3) (retirement plan strategies), Section 179 (asset expensing), and Section 162 (ordinary and necessary business expenses). If we recommend it, we cite it.
Who Builds Your Plan
Taxstra is led by Bryan Martin, a CPA and MBA who is also a licensed real estate broker, which matters when your plan involves cost segregation, REPS, or a growing property portfolio. The firm serves 1,000+ clients nationwide, fully remote, in all 50 states.
Our tax planning work has been featured in White Coat Investor, the leading personal finance community for physicians. Book a free initial consultation to see what a plan would look like for your situation.
Our Process
Discovery & Analysis
We review your last 2-3 years of tax returns, current entity structure, income sources, investments, and goals. We identify every missed opportunity and quantify potential savings.
Written Tax Plan
You receive a detailed, written tax plan with specific strategies, projected savings, implementation steps, and deadlines. No vague advice — every recommendation includes dollar amounts and action items.
Implementation
We execute the plan: filing S-Corp elections, setting up retirement plans, coordinating cost seg studies, restructuring entities, and adjusting estimated payments. We handle the paperwork.
Quarterly Optimization
Tax planning is not a one-time event. Quarterly calls review year-to-date numbers, adjust projections, and identify new opportunities as your income and life circumstances change throughout the year.
Case Study: Dual-Physician Household — $94K Annual Tax Reduction
Client: Married physicians — combined W-2 income of $680K, one spouse with $120K in 1099 consulting income, two rental properties
Problem: Filing jointly with a general CPA who prepared accurate returns but implemented zero proactive strategies. No S-Corp for consulting income. No cost segregation on rental properties. No retirement plan optimization beyond employer 401(k). Effective federal tax rate of 32%.
Strategy: S-Corp election for consulting income with $65K reasonable salary (saving $8,400 in SE tax). Solo 401(k) with employer contributions through S-Corp ($46,000 deduction). Cost segregation studies on both rental properties generating $180K in accelerated depreciation. Backdoor Roth IRA contributions for both spouses. Donor-advised fund for charitable giving consolidation.
Result: Reduced effective federal tax rate from 32% to 22%. Annual tax savings of $94,000. Consulting S-Corp saves $8,400/year in SE tax. Solo 401(k) adds $46,000 in pre-tax retirement savings. Cost seg creates $180K in first-year depreciation acceleration. Charitable strategy generates additional $6,200 in annual savings.
$94,000 — Annual Tax Savings
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Related Resources
Tax Strategist Guide
What a tax strategist does, how they differ from a traditional CPA, and how to find one who actually saves you money.
CPA for Physicians
Tax planning specifically designed for physicians — W-2 optimization, 1099 strategy, student loan tax math, and retirement planning.
CPA for Real Estate Investors
Cost segregation, REPS, STR loophole, 1031 exchanges, and entity optimization for real estate portfolios.
