Taxstra Logo
Tax Strategy Library

Real Strategies, Not Internet Myths.

STR Loophole, REPS, S-Corps, Augusta, Solo 401(k)s—these are the real tools we use to help physicians, real estate investors, and business owners legally pay less over a lifetime, not just this April.

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

Strategy Hubs

Three curated collections — start with the one that matches how you earn

You've probably heard bits and pieces: "buy an Airbnb," "start an S-Corp," "hire your kids," "do a 1031." The internet is full of tips, but almost none of them are integrated into your actual life. Real tax planning starts with your income mix, states, family, and time capacity — then layers in a handful of strategies that fit, documented so they survive contact with the IRS. Browse by hub below, jump to any strategy in the full library, or see how we implement all of this.

Key Insight

Where to start

Most of your income on a W-2 and interested in property? Start in the Real Estate hub. Earning business or 1099 income? The Business hub covers entity structure first, deductions second. High income but thin deductions? The Wealth hub is about account structure, not spending. And if you'd rather skip the reading, the 30-minute call exists precisely to narrow this down to the two or three strategies worth your time.

Real Estate

Depreciation, passive-loss planning, and exit strategy for property owners

Business & Entity

Structure, compensation, deductions, and multi-state issues for owners and contractors

S-Corp Election

When an S-Corp election starts saving real money on self-employment tax — and how to run one cleanly once you elect.

Entity Structure

LLC, S-Corp, C-Corp, or partnership: matching your legal structure to your income, liability, and exit plans.

Entity Consolidation

When multiple entities help you and when they just multiply tax returns. How to simplify a tangled structure.

Accountable Plan

The IRS-recognized way to reimburse yourself for home office, phone, and mileage through your business.

Augusta Rule

Renting your home to your business for short stretches: how the rule works, who it fits, and the paperwork that matters.

Hiring Kids

Paying your children for real work in the business — what counts as legitimate, and how to document it.

Home Office Rules

The simplified and actual-expense methods, who qualifies, and how to claim a home office cleanly.

QBI §199A

How the qualified business income deduction works, where the phase-outs bite, and the planning levers for high earners.

Solo 401(k)

The retirement plan built for owner-only businesses: contribution mechanics, Roth options, and setup timing.

Late S-Corp Election

Missed the election deadline? The relief procedures that may let you elect S-Corp status retroactively.

Locums S-Corp

Whether an S-Corp makes sense for locum tenens physicians, and how to structure 1099 contract income.

Moonlighting Structure

How physicians with side 1099 income should structure, deduct, and pay estimates on moonlighting earnings.

Reasonable Compensation

How to set an S-Corp salary that satisfies the IRS without giving back the tax savings.

Fringe Benefits (S-Corp)

Which benefits stay tax-advantaged for S-Corp owners, which don't, and how health insurance runs through payroll.

Fringe Benefits (C-Corp)

The wider menu of benefits available to C-Corp owner-employees — and when it justifies the structure.

Owner Basis Management

Tracking stock and debt basis so distributions and loss deductions don't trigger surprise taxes.

R&D Tax Credit

Who actually qualifies for the research credit (it's not just tech), and the documentation a claim needs.

PTET Workaround

How pass-through entity tax elections work around the SALT deduction cap, state by state.

Sales Tax Nexus

When selling across state lines creates sales tax obligations — and how to get compliant before it snowballs.

Multi-State Nexus

How working or earning in multiple states creates filing obligations, and how to avoid paying tax twice.

Partner Buy-In / Buy-Out

The tax mechanics of buying into or out of a partnership — structure the deal before you sign it.

1099 / Side Gig Optimization

Deductions, quarterly estimates, and entity choices for contractors who want to keep more of their 1099 income.

Wealth & Retirement

Account design, Roth strategy, and equity compensation for high earners

Tax-Loss Harvesting

Turning portfolio losses into tax assets without tripping the wash sale rule.

Roth Conversions

When converting pre-tax dollars to Roth makes sense — and how the backdoor Roth works for high earners.

Mega Backdoor Roth

Using after-tax 401(k) contributions and in-plan Roth conversions to route an extra $30K–$40K into Roth each year.

529 Superfunding

Front-loading multiple years of education savings into a 529 at once, using the gift-tax rules built for it.

AMT Planning

Who still gets caught by the alternative minimum tax — especially with incentive stock options — and how to plan around it.

Asset Location

Placing the right assets in the right account types to reduce the annual tax drag on your portfolio.

Bunching Deductions

Timing charitable gifts and other itemized deductions into alternating years so they actually count.

HSA Strategy

Using a health savings account as a long-term, tax-advantaged investment vehicle — not just a medical checking account.

NUA Strategy

Net unrealized appreciation: a special treatment for employer stock inside a 401(k) — when it applies and how to evaluate it.

Equity Compensation

RSUs, ISOs, and ESPPs: how each is taxed and the timing decisions that prevent expensive surprises.

DB vs DC Plans

Defined benefit vs defined contribution plans — and how cash balance plans let established owners shelter far more.

QSBS §1202

The qualified small business stock exclusion: who qualifies, and what founders should confirm before selling.

PSLF Filing Status

How filing-status decisions interact with income-driven repayment and Public Service Loan Forgiveness.

Charitable & Estate

Giving and wealth-transfer structures that do double duty on taxes

Tax Strategy FAQ

The questions people ask before committing to a strategy engagement

You can try—but the risk is in partial implementation. Most problems we fix come from people getting 70% of a strategy right and missing one timing rule, election, or documentation requirement that makes the whole thing fall apart.

Ready To Turn Strategy Into Action?

You don't need every trick in the code. You need a specific set of moves that match your life, executed cleanly and repeated year after year. If we don't see meaningful, defensible savings in your situation, we'll tell you that directly.

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
30 minutes — no fluff, just answers
Zero obligation, zero pressure
Or Call (217) 788-0750
0+
Tax Returns Filed
0+
Years Experience
0%
CPA-Led Service
0min
Free Consultation

What to Expect on the Call

1
We learn about your business and tax situation
2
We explain which services fit your needs
3
You get honest answers — no hard sell