#tax-planning
Tax Planning
Strategic tax planning to minimize liability and maximize savings
Section 1031 Like-Kind Exchange: A Real Estate Investor's Guide to Indefinite Tax Deferral
Section 1031 lets real estate investors defer capital gains and depreciation recapture by swapping investment properties, but only when the 45-day identification window, 180-day closing deadline, qualified intermediary rules, and post-TCJA like-kind requirements are followed exactly.
Section 1244 Stock: How Failed Startup Investors Can Deduct Up to $100,000 as Ordinary Loss
Section 1244 of the Internal Revenue Code lets qualifying small business stock losses be deducted as ordinary losses up to $50,000 per year for single filers and $100,000 for joint filers, bypassing the $3,000 annual cap on capital losses. This guide covers the corporate and shareholder requirements, how to claim the loss on Form 4797, and the documentation traps that disqualify ordinary-loss claims.
The Wash Sale Rule: How Active Investors and Crypto Traders Walk Into a Tax Trap
A plain-English guide to IRS Section 1091 — the 61-day window, what counts as "substantially identical," the IRA trap that destroys losses permanently, the current crypto exemption, and how to report a wash sale on Form 8949.
Cost Segregation Studies: How Real Estate Investors Turn a Building Into Five-Figure Tax Savings
A cost segregation study reclassifies a building's components into shorter MACRS lives, unlocking the 100% bonus depreciation permanently restored by the One Big Beautiful Bill Act of July 2025. On a $1M residential rental, that swings first-year tax savings from roughly $10,700 to roughly $90,600—provided the investor clears IRC §469 passive activity loss limits.
The QBI Deduction Decoded: How Section 199A Can Cut Your Tax Bill by 20%
Section 199A lets pass-through owners deduct up to 20% of qualified business income. This guide covers the 2026 thresholds, W-2 wage and UBIA limits, the SSTB trap, rental real estate safe harbor, the aggregation election, and the new $400 minimum deduction.
The R&D Tax Credit for Startups and Small Businesses: How to Claim Up to $500,000 Against Payroll Taxes
Section 41 lets qualified small businesses offset up to $500,000 of annual payroll taxes with the federal R&D credit. This guide covers the four-part qualification test, qualifying wages and cloud spend, the QSB election on Form 6765, and what OBBBA changed for 2025 and 2026 filings.
Solo 401(k) vs SEP IRA: The Self-Employed Retirement Plan Decision That Could Save You Thousands
In 2026, a self-employed person earning $100,000 can contribute about $18,587 to a SEP IRA versus $43,087 to a Solo 401(k). This guide compares 2026 contribution limits, Roth options, December 31 deadlines, and Form 5500-EZ filing thresholds so freelancers and consultants can choose the right plan.
State Residency Tax Planning: How to Legally Lower Your Tax Bill by Changing Domicile
A practical guide to changing state domicile for tax savings—covering the difference between residency and domicile, the nine no-income-tax states, the 183-day statutory residency trap, and how high-tax states reconstruct your year from cell tower pings, EZ-Pass records, and credit card data.
Tax Solutions for Small Businesses: How to Pick the Right One Without Overpaying
A category-by-category comparison of the five real tax solutions small businesses use in 2026 — DIY software, professional-grade platforms, hybrid bookkeeping subscriptions, local CPAs, and in-person chains — with price ranges, fit criteria, and signs you've outgrown your current setup.
Client-Related Tax Deductions: A 2026 Guide for Service Businesses
Client meals are 50% deductible in 2026, client gifts cap at $25 per recipient (a limit unchanged since 1962), and employer-provided meals lose their deduction this year. A service-business guide to documenting meals, travel, gifts, and marketing while staying inside IRS rules.
COVID-19 Relief Programs and Your Taxes: PPP, EIDL, and PUA Explained
Forgiven PPP loans are federally tax-free and the expenses paid with them remain fully deductible, but EIDL loans, EIDL Advance grants, and PUA benefits each carry distinct tax treatment — including a one-time $10,200 unemployment exclusion for 2020 under the American Rescue Plan.
LLC Taxes Explained: A Complete Guide for Single-Member, Multi-Member, and S-Corp Elections
A practical guide to how LLCs are actually taxed federally—disregarded entity, partnership, S-corp, or C-corp—when each classification makes sense, what the S-Corp election saves at $150K of profit, the 75-day Form 2553 deadline, and the six mistakes that most reliably trigger IRS audits.