Hosted by TOTTB-Pod · EN-US · 38 episodes
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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.
TOTTB-Pod hosts Think Outside the Tax Box, a education show with 38 episodes published.
The Jeffrey Winick tax story is about one of the simplest methods of not paying taxes. That simple method of not paying is simply not paying. Winick is a very successful real estate broker specializing in retail leases.
It is painful when you finally realize that the money you expected to be repaid is never coming back. The tiny silver lining in that cloud might be the tax benefit of “writing off” the debt. Unfortunately, that silver li
For many accountants, narrowing our focus can feel risky. We are trained to serve anyone who needs help and provide stability in any financial situation. Choosing a niche often raises concerns: Will we turn away good cli
In the Fall of 2025, Bitcoin reached an all-time high of over $120,000, since then it has fallen over 40% to under $70,000 in the first quarter of 2026. With the steep drop in the price of Bitcoin and other cryptocurrenc
What if millions of dollars in IRS penalties and interest assessed during the COVID-19 pandemic were never legally owed in the first place? What if the deadlines we all relied on such as filing dates, payment dates, stat
“Everything is deductible until the audit” is an adage frequently repeated in the tax preparation industry. Generally, it’s mentioned tongue-in-cheek, but today’s taxpayer (and her tax pro boyfriend) may have taken it a
Pre-Covid I had an influx of new clients who felt that their tax professionals were not taking them seriously. They were making money on the internet. This was still fairly new for individuals who weren’t modeling, selli
The Cohan rule is named for George M Cohan. George Michael Cohan (1878 – 1942) was a theatrical producer. Cohan was appealing a net deficiency totaling $238,102.28 from 6 returns from 1918 to 1923. One was for a short pe
Before Zohran Mamdani was elected, Richard Pollina of the New York Post reported that nearly a million New Yorkers were ready to flee the Big Apple because of fears about his administration. And they would not be fleeing
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 ove
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 an
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 wri
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
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
Most clients are familiar with the well-known accounts to save for retirement, such as the 401(k) and IRA. Some clients might be able to supplement those with a lesser-known vehicle as well. A life insurance retirement p
Big changes are coming to the student loan world (yet again), and they’re not the kind you can just skim past. The One Big Beautiful Bill Act (OBBBA) has reshaped how much students will be able to borrow, how they’ll rep
In every tax Facebook group or conference session, there's always that one pro excitedly talking about the latest app they've added to their "tech stack." But here's the dirty little secret: most of us aren't running int
Nothing derails a busy season schedule like being forwarded emails from client’s investors asking “are you sure the loss is allocated correctly?” It can expose a weakness in technical expertise – especially when it’s a p
State and local business tax incentives are powerful tools that can significantly reduce a company’s tax burden and influence business decisions. Every U.S. state offers some form of incentive to attract or retain busine
The tax code is not kind to gamblers. All gambling wins are reportable as income. Losses are only deductible to the extent of wins and even that has limitations. Expenses of gambling, such as travel, meals, and lodging,
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Think Outside the Tax Box is hosted by TOTTB-Pod. The show is categorised under education (business) and has published 38 episodes.
Think Outside the Tax Box has published 38 episodes.
Think Outside the Tax Box regularly covers education, business, investing. It sits in the education category, with a business focus.
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Episodes of Think Outside the Tax Box average 17 minutes. a focused format where a clear narrative arc and tight preparation matter most.
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