Same Sale, Different Tax
How the same gain is taxed when you sell a home, rental, farm, business, stocks, crypto or collectibles ten different ways. One $1,000,000 gain, one tax engine, 2026 law, every rate dated and sourced. Education only, no product pitch.
What is inside
- The master matrix: the same $1,000,000 gain sold ten ways (cash, installment sale, structured installment sale, 1031 and Delaware statutory trust, 1031 with boot, opportunity zone fund, charitable remainder trust, donor-advised fund, banked losses, hold until death), with tax in year one, total tax, present value and cash in hand, for California and Texas.
- By asset: your home (Section 121), rentals and cost segregation, land and farms (including the new Section 1062 four-installment rule), businesses (asset vs stock, Form 8594, personal goodwill, C corporation double tax, QSBS after the 2025 law, ESOPs), stocks and crypto, and collectibles (the 28% rate, bullion, NFTs).
- Opportunity zones in depth: the 2026 cliff, OZ 2.0 for money invested after December 31, 2026, and a 10-year wealth comparison with the break-even fund return.
- Two risk charts: IRS scrutiny and money risk, ranked, and why listed transactions are left out of every comparison.
- Pick by goal: retirement income, flexibility, staying in real estate, simplest path, heirs, charity, the next purchase or the lowest bill this year, each with its own same-gain comparison and trade-offs.
- A goal-first decision tree, CPA questions and a technical appendix for your CPA.
EPUB version for e-readers.
Chapters
- One Gain, Many Tax Bills
- The Tax Stack in 2026
- Basis: Bought, Gifted or Inherited
- Your Home
- Rental and Commercial Real Estate
- Land and Farms
- Your Business
- Stocks, Funds and Crypto
- Collectibles: Art, Coins, Gold, Wine and NFTs
- Cash Now or Paid Over Time
- 1031 Exchanges, Boot, Delaware Statutory Trusts and UPREITs
- Opportunity Zones: The Old Rules, the 2026 Cliff and OZ 2.0
- Charitable Paths
- Family and Estate Paths
- Timing, Losses and Where You Live
- The Master Matrix: Same $1,000,000 Gain, Ten Ways
- Pick by Goal
- A Decision Tree
- Two Kinds of Risk
- Red Flags: Deals the IRS Has Listed
107 pages, 6 x 9 in, law as of October 9, 2026. Also as EPUB. Education only, not tax, legal or investment advice. Every person in the book is an illustrative composite.
Same Sale, Different Tax (free book)
The same $1,000,000 gain run ten ways through one tax engine: cash, installment, structured installment, 1031, opportunity zone 2.0, charitable trust, donor-advised fund, banked losses and holding until death, for homes, rentals, farms, businesses, stocks, crypto and collectibles. California and Texas numbers, every rate dated and sourced.
Big Sale Risk Charts (2026)
Two one-page charts: every common way to sell ranked by IRS scrutiny (listed transactions at the top, a plain cash sale at the bottom) and by money risk (credit, lock-up, market, fees, no undo). Dated and sourced.
Know your number before you sign.
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