Tax Strategy Blog
Actionable strategies for real estate investors, business owners, and high earners — written by the Roadmap Tax team.
The Family Payroll Strategy That's Saving Business Owners $40K a Year
How business owners legally shift income to family members, cut taxes by $40K+, and fund college & retirement — a strategy most CPAs never mention.
The Entity Structure Mistake Costing Franchise Owners $50K a Year
Most franchise owners operate as LLCs and overpay by $50K+ every year. Learn how an S-Corp election and multi-entity structure can save you tens of thousands.
How RSUs and Stock Options Are Costing You $40K a Year (And What to Do About It)
Executives lose $40K+ annually on equity comp taxes. Learn strategies your CPA never mentioned — 83(b) elections, QSBS, and tax-smart RSU vesting. Book a free session.
How a Short-Term Rental Can Shelter $150K of Your W-2 Income
One short-term rental + material participation + bonus depreciation = massive tax deductions against your W-2 income. Here's how it works, with real numbers.
The Multi-Entity Tax Setup That's Saving Business Owners $60K a Year
High-income business owners are leaving $60K+ on the table by operating under one entity. Here's how a multi-entity structure changes everything.
The Real Estate Tax Status That Can Wipe Out a $60,000 Tax Bill
REPS can turn trapped rental losses into active deductions — saving high earners $33K–$54K per year. Find out if you qualify.
The Augusta Rule: How Business Owners Collect Tax-Free Rent From Their Own Company
Business owners can legally rent their home to their company for up to 14 days a year — completely tax-free. Here's how the Augusta Rule works and what it's worth.
The 20% Deduction Most Business Owners Never Capture
High-income business owners often miss the QBI deduction. Here's how to capture it — and what the right structure can save you six figures.
Why Your Quarterly Taxes Are Wrong (And What It's Costing You)
High earners are paying IRS penalties they don't need to. Learn the safe harbor rules, quarterly tax strategies, and how to stop getting blindsided every April.
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