The Book on Tax Strategies for the Savvy RE Investor Review: The CPA Playbook That Pays for Itself
Amanda Han & Matthew MacFarlandFinancial Strategy

The Book on Tax Strategies for the Savvy RE Investor Review: The CPA Playbook That Pays for Itself

An honest review of Amanda Han and Matthew MacFarland's Tax Strategies book — scored with the PRIME Framework. We break down depreciation, 1031 exchanges, cost segregation, and why tax planning is the highest-ROI skill in RE.

Reviewed by Martin Maxwell8 min read
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How This Book Scores

A phase-by-phase look at what the book covers — and where it falls short.

1Prepare2/5

Entity Selection, Not Mindset Conditioning

Han and MacFarland open with entity structures (LLC, S-Corp, partnerships) and basic tax concepts. This is structural preparation — choosing the right legal framework before you buy — rather than motivational mindset work. Practical but narrow in the Prepare phase.

2Research4/5

Tax Due Diligence as Investment Analysis

The book reframes deal analysis through a tax lens: how depreciation affects after-tax returns, how entity structure impacts deductibility, how passive activity rules determine loss offsets. Every deal looks different when you calculate the after-tax numbers — and this book teaches you how.

3Invest4/5

1031 Exchanges and Cost Segregation Change Acquisition Math

The 1031 exchange chapters show how to sell properties tax-free and redeploy capital. Cost segregation accelerates depreciation to generate immediate cash flow through tax savings. SDIRA chapters open a new capital source (retirement funds). Together, these tools fundamentally alter how you structure acquisitions.

4Manage3/5

Record-Keeping and Deduction Tracking

Han and MacFarland cover what records to keep, which expenses are deductible, and how to document material participation for RE professional status. The tax planning calendar provides a month-by-month operational framework. Not property management per se, but financial management that directly impacts returns.

5Expand4/5

1031 Exchanges as a Tax-Free Scaling Engine

The 1031 exchange is the ultimate scaling tool: sell small, buy big, defer all taxes. Combined with cost segregation on the new acquisition and RE professional status to offset W-2 income, the book outlines a compounding strategy where tax savings fund portfolio growth year after year.

The Book on Tax Strategies for the Savvy RE Investor Review: The CPA Playbook That Pays for Itself book cover

The Book on Tax Strategies for the Savvy RE Investor Review

Amanda Han & Matthew MacFarland

Overall Rating

4/5
ConceptualPractical

Reader Ratings

Actionability
4/5

Can you act on this within 30 days?

Clarity
4/5

Well-written, organized, and easy to follow?

Depth
4/5

How thorough is the coverage?

Beginner Friendly
3/5

Accessible to newcomers?

Value
5/5

Worth the time and money?

PRIME Coverage


Prepare
2/5
Research
4/5
Invest
4/5
Manage
3/5
Expand
4/5
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Mindset, Strategy & Tools

The key concepts from this book, organized by how they shape your investing approach.

Mindset
Tax Planning Is the Highest-ROI SkillHan and MacFarland''s thesis: every dollar saved in taxes is a dollar you keep. No deal, no strategy, and no renovation delivers a higher return than understanding the tax code. Most investors leave thousands on the table annually.
Proactive vs Reactive Tax PlanningMost investors do taxes reactively — hand receipts to a CPA in April and hope for the best. This book teaches proactive planning: structuring deals, timing transactions, and choosing entities BEFORE the tax year ends.
The Tax Code Rewards RE InvestorsThe IRS gives real estate investors advantages unavailable to stock investors or W-2 earners. Depreciation, 1031 exchanges, cost segregation, RE professional status — the code is written to incentivize property ownership.
Strategy
Depreciation as a Wealth EngineStandard depreciation deducts a property''s value over 27.5 years. Cost segregation accelerates this by reclassifying components (appliances, flooring, landscaping) into 5, 7, or 15-year categories. The tax savings in Year 1 can fund your next down payment.
The 1031 Exchange PlaybookSell a property, defer ALL capital gains taxes by reinvesting in a like-kind property within 180 days. Han and MacFarland walk through timelines, qualified intermediaries, identification rules, and the reverse exchange option.
Self-Directed IRA InvestingUse retirement funds to buy real estate — legally. The book covers SDIRA rules, prohibited transactions, UBIT implications, and the solo 401(k) alternative. A path to tax-free or tax-deferred real estate returns.
Tools
Entity Structure Decision MatrixLLC, S-Corp, C-Corp, or sole proprietor? Han and MacFarland provide a decision framework based on liability protection, tax treatment, and administrative complexity. Most investors need an LLC — but the book explains when other structures win.
The Passive Activity Rules GuideUnderstanding passive vs active income determines whether you can deduct rental losses against W-2 income. The $25,000 exception, material participation tests, and RE professional status — all explained with examples.
The Tax Planning CalendarMonth-by-month guidance on when to take specific tax actions: entity formation deadlines, estimated tax payments, cost segregation timing, 1031 exchange windows, and year-end strategies.

Our Review

Here's a number that should make you uncomfortable: the average real estate investor overpays their taxes by $5,000 to $15,000 per year. Not because the IRS is greedy. Because the investor doesn't understand the code that was literally written to benefit them.

Amanda Han and Matthew MacFarland — both CPAs who specialize in real estate taxation — wrote this book to close that gap. And based on what most investors learn in the first three chapters alone, the book pays for itself before you finish it.

What This Book Is About

The RE Tax Advantage Toolkit: depreciation, tax-free transactions, and deductions

Han and MacFarland organize real estate tax strategy into layers that build on each other. They start with entity structures — LLC, S-Corp, partnership, sole proprietor — and the tax implications of each. Then they move into the core wealth engines: depreciation (the government literally pays you to own property), cost segregation (accelerating depreciation to generate massive Year 1 deductions), and 1031 exchanges (selling properties tax-free by reinvesting in like-kind assets).

The book covers passive activity rules — the complex set of regulations that determine whether you can deduct rental losses against your W-2 income. It explains Real Estate Professional Status — the designation that unlocks unlimited loss deductions for qualifying investors. And it opens the door to self-directed IRA and solo 401(k) investing — using retirement funds to buy real estate with tax-deferred or tax-free returns.

Every concept includes worked examples with actual numbers. What does a cost segregation study save on a $500,000 property? How much does a 1031 exchange defer on a $200,000 gain? What's the tax difference between filing as a passive investor versus a Real Estate Professional? Han and MacFarland show the math, not just the concepts.

What It Gets Right

The 1031 Exchange Timeline: five steps from sale to tax deferral

The cost segregation chapter alone can save you tens of thousands of dollars. Most investors depreciate a property over 27.5 years using straight-line depreciation — as the IRS requires. But a cost segregation study reclassifies building components (appliances, carpeting, landscaping, lighting fixtures, paving) into shorter depreciation schedules of 5, 7, or 15 years. The result: massive deductions in the first few years of ownership that offset rental income and sometimes even W-2 income.

Han and MacFarland explain not just how it works, but when it makes financial sense. A cost segregation study costs $5,000 to $15,000 — so the property needs to be large enough for the accelerated deductions to exceed the study cost. They provide the breakeven math.

The 1031 exchange coverage is the most thorough beginner treatment available. Timelines (45-day identification, 180-day closing), qualified intermediary requirements, the three-property rule versus the 200% rule, reverse exchanges, and the increasingly popular Delaware Statutory Trust (DST) as a backup identification option. If you've been afraid of 1031 exchanges because they seem complicated, this chapter demystifies them completely.

The passive activity rules chapter is the one most investors need and few understand. Whether your rental losses can offset your W-2 income depends on a labyrinth of rules: the $25,000 exception for active participants, income phaseouts, material participation tests, and the RE Professional designation. Han and MacFarland walk through each scenario with examples that make the abstract concrete.

And the self-directed investing chapters open a capital source most investors don't consider. Your IRA or 401(k) can buy real estate directly — with all returns growing tax-deferred (traditional) or tax-free (Roth). The rules are strict (no self-dealing, no sweat equity on SDIRA-owned properties), but the tax advantages are extraordinary for investors with significant retirement balances.

What's Missing

This book is US-specific. Every strategy, every rule, every example is based on the Internal Revenue Code. International investors or readers in other tax jurisdictions will find the concepts interesting but inapplicable.

The writing is functional rather than engaging. Han and MacFarland are CPAs, not storytellers. The information is precise and well-organized, but the prose reads like what it is: a tax reference guide. You'll learn a lot. You won't be entertained.

Some strategies require professional implementation that the book can only introduce. Cost segregation requires hiring a qualified firm. Complex 1031 exchanges need a tax attorney and a qualified intermediary. Entity restructuring needs legal counsel. The book tells you these tools exist and how they work — but execution still requires professionals, not just knowledge.

The tax code changes regularly. Han and MacFarland's book was current at publication, but tax law evolves. Bonus depreciation phasedowns, changes to opportunity zone rules, and potential 1031 exchange modifications can all impact the strategies described. Readers should verify current rules with their CPA before implementing.

And there's minimal coverage of property acquisition or deal analysis beyond the tax implications. How to find deals, evaluate markets, or negotiate purchases isn't in scope. This book tells you how to structure a deal for maximum tax advantage — not how to find the deal in the first place.

Who This Book Is For

If you own even one rental property and don't have a real estate-specialized CPA, this book will save you more than it costs in the first tax season. The depreciation and deduction chapters alone will identify money you're currently leaving on the table.

If you're planning your first purchase, read this before you close. Entity structure decisions and financing choices have tax implications that are expensive to fix later.

If you're scaling a portfolio and haven't explored cost segregation or 1031 exchanges, this is urgent reading. The tax savings compound with every property you add.

The Verdict

Four stars for the most immediately profitable book in the collection. Every other book helps you make money. This one helps you keep it.

The PRIME Framework reveals an unusual profile: strong across Research, Invest, Manage, and Expand — because tax strategy touches every phase of the investment lifecycle. The only weakness is Prepare, because the book assumes you've already decided to invest and jumps directly into implementation.

Read it with a highlighter. Share the relevant chapters with your CPA. And schedule a cost segregation study on your next property — the savings will dwarf whatever you paid for this book.

Glossary Terms6 terms
S
Self-Directed IRA

A self-directed IRA (SDIRA) is a retirement account that allows you to invest in alternative assets like real estate, promissory notes, and private equity --- not just stocks and bonds. A qualified custodian holds the account, but you choose the investments.

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P
Passive Activity

Passive Activity is a tax strategy concept that describes a specific aspect of how real estate transactions, analysis, or operations work in the context of tax optimization deals.

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C
Cost Segregation

Cost segregation is an engineering-based tax study that reclassifies parts of a building from 27.5- or 39-year depreciation into shorter 5-, 7-, and 15-year categories so you can claim larger deductions earlier.

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L
LLC (Limited Liability Company)

An LLC is a business structure that separates your personal assets from your investment properties, so a lawsuit or debt tied to one property can't reach your home, savings, or retirement accounts.

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D
Depreciation

Depreciation is the IRS allowance that lets you deduct a rental property's building cost (minus land) over 27.5 years — a non-cash expense that lowers taxable income even when the property appreciates.

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1
1031 Exchange

A 1031 exchange (IRC Section 1031) lets you sell an investment property and defer capital gains and depreciation recapture by reinvesting the proceeds into a like-kind replacement property of equal or greater value, using a Qualified Intermediary to hold the funds.

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