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Matt’s Tax Firm Insights

Matt Gaylor

Lessons learned (and still being learned) as a tax pro and firm owner.

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PricingOnly free issuesPublishesWeekly
Issues22Founded3 years agoLast Issue16 days ago
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Latest Issues

Tax Free Rental Income? Yes Please!

The United States tax code operates on a simple foundational principle: all income is taxable unless a specific exception applies. Every exclusion, every deduction, every credit exists because Congress deliberately carved it out of that def...

16 days ago
4

The Danger of “That’s the Way We’ve Always Done It”

There are certain phrases that instantly increase my irritability.

One of them is:

“That’s the way we’ve always done it.”

Every time I hear it, I cringe a little.

The phrase reminds me of a saying to the contrary:

You are either gr...

a month ago
6

Rejoicing & Mourning: Beyond being a Tax Advisor

My writing has been on pause for a while now, as I considered meaningful subjects to share with readers. If you are going to invest — either your time or money — reading what I write, I want you to know that I take that trust seriously. In...

4 months ago
13
3

Charitable Donations: An Opportunity for Tax Planning

For many taxpayers, charitable giving isn’t just an act of generosity—it’s also a powerful tax-planning opportunity. Whether donating cash, appreciated stock, supporting causes through your business, or making a Qualified Charitable Distrib...

6 months ago
4

How to Preserve the Senior Deduction: A Practical Planning Guide for 2025

The Senior Deduction is generous — but easy to lose if income rises. Here are the strategies tax professionals should consider this year.

Matt’s Tax Firm Insights is a reader-supported publication. To receive new posts and support my work,...

7 months ago
5

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  • Matt Gaylor

    I am a tax professional: Enrolled Agent and Certified Tax Planner, located in Phoenix, AZ. I work with individuals and small business owners, while also mentoring other tax professionals to serve their clients.

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