Who Is Your How

Who Is Your How

Quit your job with confidence using Short Term RentalsBy Kyle Booher
Michael Caine
Listen with Sir Michael Caine™ and 1,000+ voices
Length1h 42m

About this audiobook

Every April, a number on your tax return makes you wince. This book is about making that number disappear — legally. You did everything right — and six figures still go to the IRS. Kyle Booher's family was the same — until he found the part of the tax code nobody mentions: a legal exception that lets short-term rental owners who actively manage them use paper losses to offset ordinary income. One property and one documented year later, their federal tax bill nearly vanished — and the savings funded the next one. Who Is Your How is the playbook he wishes someone had handed him: the STR loophole in plain English, the material-participation system that survives an audit, cost segregation, and the Anchor and Builder framework — how one partner's income and the other's time build a portfolio that makes every paycheck optional. This isn't passive-income fantasy. The work is the strategy. The how may already be sitting across the table. Start the conversation.

Audiobook details

GenreEducation and Learning, Business and Economics
Length1 hr 42 mins
Narrated byListen with 1,000+ voices
FormateBook with Audio
Publish dateAug 4, 2026
LanguageEnglish

Table of contents

1A Note from Jacquelyn
10Chapter Eight. The Material Participation Playbook.
2Introduction. The Meeting That Changed Everything
11Chapter Nine. Cost Segregation — The Accelerator.
3Chapter One. The Most Expensive Mistake Successful Couples Make
12Chapter Ten. Stacking the Strategy Across Multiple Properties.
4Chapter Two. Two Assets You Already Own and Don't Recognize
13Chapter Eleven. The New Construction Play.
5Chapter Three. What the IRS Built for You
14Chapter Twelve. The Portfolio at Scale.
Show all chapters
6Chapter Four. Not All Rentals Are Created Equal.
15Chapter Thirteen. Jacquelyn's Chapter.
7Chapter Five. How to Read a Market.
16Chapter Fourteen. When the Builder Walks Away from the W-2.
8Chapter Six. The Property That Makes the Math Work.
17Conclusion. The Paycheck That Built the Future
9Chapter Seven. The Renovation Is the Strategy.
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