Wessels Tax Strategy · Free Guide

The tax code is a reward program. Most investors never claim it.

A CPA who actually invests breaks down the exact legal moves that keep five and six figures in your pocket — cost segregation, the 1031 exchange, REPS, and the short-term-rental loophole. Plain English. No homework.

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37 pages. Written for serious investors. No email gymnastics — just where to stop overpaying.

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WESSELS TAX STRATEGY
The Real Estate Investor's Tax Playbook
The legal moves that keep five and six figures in your pocket.
MATTHEW WESSELS
CPA · MBA · CSL
CPA since 2014 $10M+ real estate owned $20M+ sold for clients last year Licensed Agent + GC · MA & NH

If any of this sounds like you, you're overpaying.

Most investors hand the IRS six figures they never had to. Usually for one reason: their generalist accountant files what already happened instead of planning what should.

You have a great income and a rental or two — but your CPA never mentioned cost segregation, and you're writing the building off over 27.5 years like everyone else.
You're about to sell a property for a big gain and just assumed you'd owe the tax — nobody walked you through a 1031 before you listed.
You keep hearing about "the short-term rental loophole" on podcasts but have no idea if it actually applies to you, or how to do it without getting audited.
You make too much to use your rental losses against your income — and nobody told you there's a legal way around that wall.

What you'll learn inside

Fourteen chapters, written so a busy investor actually finishes them. Every strategy comes with the mistake that blows it up — so you know how to do it right.

CHAPTER 3

Cost Seg + 100% Bonus

How to turn one building into a massive first-year write-off — and why 2025's tax law made this more powerful than it's been in years.

CHAPTER 5

The 7-Day Loophole

How high earners who can't qualify for REPS still wipe out tax on their job income with one short-term rental.

CHAPTER 7

The 1031 Exchange

Sell, trade up, and pay zero tax now — plus the two calendar deadlines that kill most exchanges before they start.

CHAPTER 8

The Bill Nobody Warns You About

Depreciation recapture — and the two moves that erase it completely so your deductions become permanent.

CHAPTER 9

How to Hold Your Property

Why putting rentals in an S-corp quietly costs you deductions and protection — and what to do instead.

CHAPTER 13

The New England Investor

The Massachusetts trap that erases your biggest deduction at the state line — and the Millionaires Tax that ambushes big sales.

I sit on both sides of the table.

CPAMBA, AccountingLicensed Agent · MA + NHLicensed GC (CSL)Active Investor

Six years at Ernst & Young, finance leadership at Biogen, an MBA in accounting — and a portfolio I built and still hold.

I'm a CPA who buys, renovates, and manages real estate, which means I've paid the taxes I now help you defer. That combination is rare on purpose: the agent represents you on the deal, the GC knows the basis, the investor knows the stakes, and the CPA signs the return — all one person, so nothing gets lost in the handoff.

Grab the Playbook. Then bring me one property.

Read it free. If you want a professional to look at one property you own — or are about to buy or sell — and show you where you're overpaying, that's exactly what a free Tax Savings Review is for.

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