#capital-gains
Capital Gains
Track and report capital gains from investments
Qualified Opportunity Zones Are Now Permanent: Your 2026 Playbook for the Rural 30% Basis Step-Up and Rolling Redesignations
Qualified Opportunity Zones are now permanent tax law with enhanced incentives for rural investment. Discover how the 30% rural basis step-up, 10-year tax elimination benefit, and 2026 redesignation window can shield your capital gains from federal tax.
Donor-Advised Funds for Small Business Owners: Timing Charitable Giving Under the 2026 Rules
Starting in 2026, itemized charitable deductions only count above a 0.5%-of-AGI floor, while the new non-itemizer deduction excludes donor-advised funds. This guide shows small business owners how to respond — bunching several years of giving into one high-income year, donating appreciated stock to avoid capital gains, and using the 60%/30% AGI limits and five-year carryforward around a business sale.
1031 Like-Kind Exchanges: How Small-Business Owners Defer Capital Gains on Real Estate
A Section 1031 like-kind exchange lets you defer capital gains tax when selling business or investment real estate — but only real property qualifies since 2018, a qualified intermediary must hold the proceeds, and two hard deadlines (45 days to identify, 180 days to close) allow no extensions. Here's how the rules, boot traps, and 2025 bonus depreciation interplay actually work.
Missouri Just Eliminated Its Capital Gains Tax: What It Means for Business Owners Who Sell
Missouri's HB 594, signed July 10, 2025, made it the first state to fully exempt individuals from state capital gains tax — a 100% subtraction covering stocks, real estate, crypto, and pass-through business sales, with C corporations waiting on a 4.5% rate trigger. Here's who qualifies, what's excluded, and how it changes exit timing for business owners.
Flipping Houses in 2026: Why the IRS Taxes Your Profit as Ordinary Income, Not Capital Gains
House flippers are almost always IRS "dealers," not investors — flip profits are ordinary income on Schedule C plus 15.3% self-employment tax, often a combined rate over 40% versus the 15–20% capital gains rate flippers expect. How the Winthrop factors decide dealer status, why rehab costs must be capitalized into COGS, and four strategies (including an S corp election) that reduce the hit.
Puerto Rico Act 38-2026: What Changed in the Act 60 Investor Tax Decree — and Who Keeps 0%
Puerto Rico's Act 38-2026, signed March 20, 2026, ends the 0% Act 60 Individual Resident Investor rate for new applicants — decrees secured by December 31, 2026 keep legacy 0% terms, later filers pay 4%, the program extends to 2055, and LLC-owned homes no longer qualify.
Community Property Trusts: How Business Owners in Any State Can Get a Full Basis Step-Up
Alaska, Tennessee, Kentucky, Florida, and South Dakota let married couples in any state opt into community property treatment through a trust, so the entire asset — not just half — gets an IRC Section 1014(b)(6) basis step-up at the first spouse's death. What business owners should know about Section 754 elections, the one-year gift trap under Section 1014(e), and the unresolved IRS guidance.
Depreciation Recapture Explained: The Tax Bill Waiting When You Sell Depreciated Equipment or Real Estate
Depreciation recapture taxes the deductions you already took when you sell a business asset at a gain — Section 1245 equipment gains are recaptured as ordinary income at rates up to 37%, while Section 1250 real estate depreciation is capped at 25%. With 100% bonus depreciation restored and the Section 179 limit at $2,560,000 for 2026, a fully expensed asset has a $0 basis from day one, so nearly the entire sale price becomes taxable. Here's how the rules split, a worked example, and five strategies owners use to manage the bill.
How Sports Card and Collectibles Reselling Is Taxed: The 28% Rate, Cost Basis, and the IRS's Three Buckets
Collectibles like sports cards are taxed at a maximum 28% long-term capital gains rate under IRC Section 408(m) — higher than the 15–20% most stock investors pay. Whether you owe that rate, ordinary income rates up to 37%, or can deduct grading and shipping fees depends on whether the IRS sees you as a hobbyist, investor, or dealer. Here's how the classification works, what belongs in your cost basis, and why a 1099-K doesn't change what you owe.
The Deferred Sales Trust: How Business Owners Defer Capital Gains on an Exit Without a 1031 Exchange
A deferred sales trust lets a business owner spread capital gains tax from a sale over 10-20 years under IRC Section 453 with no like-kind reinvestment requirement, but setup and management fees commonly total $100,000-$300,000+ over a decade and the IRS has never issued formal guidance approving the structure.
Ireland's Budget 2026: What the VAT Cut and New Reliefs Actually Mean for Small Business Owners
Ireland cut VAT on food, catering, and hairdressing from 13.5% to 9% on July 1, 2026, raised the entrepreneur relief cap to €1.5M, and boosted the R&D credit to 35% — but the minimum wage hike to €14.15 and pension auto-enrolment landed six months earlier. Here's what each change means for small business books.
Billboard Ground Leases: A Landowner's Guide to Rent, Escalators, and Taxes
Billboard ground leases pay landowners 15-20% of a sign's ad revenue (or flat rent) over 10-20 year terms. How rent is priced, why 2-5% escalator clauses matter, when the income belongs on Schedule E instead of Schedule C, and how lump-sum buyout offers get taxed.