Think Outside the Tax Box
Become a subscriber! http://www.tottb.tax
Our podcast shares samples from our exclusive articles, written by some of the top working tax professionals in the industry, voiced in a conversational-style for our valued monthly & annual subscribers who are on the go!
This podcast is AI generated and may introduce errors that the original source material does not have. Further, the audio versions may be lacking citations that the original written materials provide. At all times, refer to the original written source material at our website above.
FOR ENTERTAINMENT PURPOSES ONLY.
Podcasting since 2025 • 28 episodes
Think Outside the Tax Box
Latest Episodes
Reflecting On The Conservation Easement Mess - 02-01-26
As we discuss this topic, the most recent Tax Court opinion on a syndicated conservation easement deal is Jackson Stone South LLC. Good chance there will be another before we finish. Estimates indicate that there are over a thousand docketed ca...
•
Season 2
•
Episode 2
•
16:09
The IRS in 2025 - A Snapshot of Reality - 01-15-26
The IRS is not the same agency we dealt with a decade ago, or even three years ago. The pandemic accelerated operational strain, exposing long-standing infrastructure weaknesses while also prompting overdue investment and modernization. Some ar...
•
Season 2
•
Episode 1
•
14:04
When 'TikTok Tax Hacks' Backfire: Helping Clients Misled by Social Media Scams - 12-15-25
Jessica, a self-employed consultant, was thrilled when she found a viral TikTok video promising a “little-known” tax trick. The video claimed she could get a huge refund by claiming a special Fuel Tax Credit and even writing off her family’s be...
•
Season 1
•
Episode 26
•
13:30
Lessons Learned from the Tax Court: The Root of the Issue - 12-01-25
When is a business really a business? As Supreme Court Justice Potter Stewart said in 1964, “I know it when I see it.” The US Tax Court, however, maintains a slightly less subjective standard. The Roots were pretty sure they were running a bona...
•
Season 1
•
Episode 25
•
12:41
Is Your Client a Real Estate Dealer or Investor - 11-15-25
Tax law is forever classifying people and making structures that either create benefits or disadvantages on your tax return. Part of getting the most from your clients return is about understanding the definitions of the IRS. Two that seem very...
•
Season 1
•
Episode 24
•
12:33