Investment Strategies, Financial Management, and Generating Passive Income

Exploring the impact of the wash sale rule on investing, tax loss harvesting, and financial management strategies for married couples. Additionally, delving into passive losses from real estate to generate income in service businesses.

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In this today’s episode, Patrick Donley (@JPatrickDonley) sits down with Grant Dougherty, a Houston-based tax professional who specializes in real estate and small business tax strategies. You’ll hear about the lessons Grant learned playing college baseball, how he got his accounting practice started, what some of his favorite tax saving strategies are, what are some important financial moves real estate investors and small business owners should make, what the biggest mistakes he sees people make with their taxes, and much more!

Grant is a real estate and small business tax professional who runs Dougherty Tax Solutions. He has built his practice largely through content creation on Twitter and Instagram and lives in Houston with his wife and 3 small children.

IN THIS EPISODE, YOU’LL LEARN:

00:00 Intro

02:25 - What lessons Grant learn from playing college baseball.

09:36 - What steps did he take to get his accounting practice started.

12:47 - How he has grown his business and Twitter following.

20:50 - What the tax advantages are of a high-earning W2 spouse married to a Real Estate professional.

24:23 - What is cost segregation and bonus depreciation and why it’s important.

28:35 - What are some of his favorite tax-saving strategies.

33:22 - What are some financial moves that small business owners should make.

35:50 - How Grant manages his portfolio.

44:09 - What are the biggest mistakes that he sees people make with their taxes.

*Disclaimer: Slight timestamp discrepancies may occur due to podcast platform differences.

BOOKS AND RESOURCES

Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Kyle and the other community members.
Recommended book: Grit by Angela Duckworth.
Recommended book: The Intelligent Investor by Benjamin Graham.
Check out MI285: The Art of Tax Optimization w/ Mitchell Baldridge | YouTube video.
Check out MI334: Confessions of an Entrepreneurial Addict w/ Chris Koerner | YouTube video.
Check out the books mentioned in the podcast here.
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