Tax Chats

Dyreng and Hoopes
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Dec 26, 2025 • 26min

A Chat about the Small Business Stock Exclusion with David Mitchell

Send us a textJeff and Scott chat with David Mitchel, a Senior Fellow at the Washington Center for Equitable Growth, about the small business stock exclusion, recent changes to it, and an article that David wrote with Kyle Pomerleau about why we should get rid of it.
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Dec 18, 2025 • 32min

Taxes and Christmas: What we Know about Mary and Joseph's Tax Situation, with Roman Historian Anna Dolganov

Send us a textLuke 2 tells us that Mary and Joseph went to Bethlehem "to be taxed", and while there, the baby Jesus was born. But, what do we know about that taxing from history? Did everyone travel? What was the general tax environment in the Roman world at the time? Did they actually remit a tax, or, what was the purpose of this trip? Jeff and Scott chat with Roman historian Anna Dolganov about these questions, and more.Anna's previous appearance on the show: https://www.buzzsprout.com/1878989/episodes/17860482 . One note: On the podcast we talk about how burdensome the tax imposed by the Romans in situations like this was, in terms of days of labor (a la Tax Foundation's "Tax Freedom Day"). Here is a follow-up note from Anna: "A Roman legionary's salary was about 225 denarii per year, and the poll tax rate in Egypt was 8-40 drachmas per year (depending on location and tax privilege). So, not quite Austrian level taxation, but still quite a considerable sum."A denarii and a drachma are equivalent. So, Tax Freedom Day for Mary and Joseph, based only on the poll tax, may have been sometime in mid-February.
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Dec 3, 2025 • 32min

Death and Taxes: A chat with documentary filmmaker Justin Schein

Send us a textJeff and Scott talk with Justin Schein. They discuss Justin's newest film, and the issues and questions it brings up. Justin's newest film is Death and Taxes, which "is a feature documentary about wealth, inequality and the American Dream, viewed through the lens of the estate tax and the very personal story of a father and son at odds over what kind of inheritance we want to leave our kids and our country." Learn more about the film here: https://www.deathandtaxesfilm.com/. 
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Nov 19, 2025 • 36min

A Chat with Pete Sepp, President of the National Taxpayers Union

Send us a textWe start by explaining the Tax Chats DC Tour, 2025, an exclusive live event!Then, Jeff and Scott chat with Pete Sepp, President of the National Taxpayers Union. They talk about the work the NTU has done in the past, and what it currently does, including advocate for legislation that is beneficial to taxpayers and engaging in litigation the NTU believes will bring about taxpayer-friendly changes. Pete gives advice to those who want to make the world a friendly place for taxpayers and want to engage in tax advocacy. 
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Nov 12, 2025 • 30min

Progressive! A Chat with Ajay Mehrotra about Edwin Seligman

Send us a textJeff and Scott chat with Ajay Mehrotra, law professor at Northwestern, about the economist Edwin Seligman. They discuss Seligman's academic legacy, his views on progressive taxation, his influence on Columbia University, his students, and his views on tax policy.
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Sep 24, 2025 • 30min

Medicaid! A Chat with Marc Goldwein

Send us a textJeff and Scott chat with Marc Goldwein, who is the Senior Vice President and Senior Policy Director for the Committee for a Responsible Federal Budget. They chat about Medicaid, a huge piece in the federal government's budget, and an essential piece of understand what needs our tax system must satisfy. They talk about the program in general, ways in which it was recently reformed under the One Big Beautiful Bill, and what we might do to fix it going forward.
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Sep 19, 2025 • 31min

A Roman Tax Evasion Trial: A Chat with Anna Dolganov

Send us a textJeff and Scott chat with Anna Dolganov, an academy scientist at the Austrian Archeological Institute, about her work on a recently re-discovered papyrus. The papyrus contained notes from a tax evasion trial in ancient Rome, which Dr. Dolganov translated. We discuss taxes in ancient Rome, Jewish tax revolts, how to evade taxes on the goods Rome taxed (including human slaves), and what we can learn from the papyrus about the trial. 
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Sep 15, 2025 • 37min

A Chat with Hank Aaron about Social Security

Send us a textJeff and Scott chat with Henry (Hank) Aaron, a Senor Fellow Emeritus at the Brookings Institution, about Social Security. They discuss how it started, how we fund it, who gets it, how it has been reformed, and how it could be fixed.
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Sep 4, 2025 • 10min

No Tax On Tips? Jeff and Scott Receive a Huge Tax Break (a short emergency episode)

Send us a textJeff and Scott very briefly talk about the bombshell news that podcasters are included on the Treasury's list of jobs eligible for "no tax on tips." https://home.treasury.gov/system/files/136/Tipped-Occupations-Detailed-8-27-2025.pdfLeft unexplored is whether any of the other provisions of no tax on tips will preclude Scott and Jeff from receiving tax-free tip income, by means of the credit available to offset declared tip income available in The One Big Beautiful Bill.
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Sep 1, 2025 • 26min

Inflation and Tax Policy: A Chat with Kyle Pomerleau

Send us a textJeff and Scott talk with Kyle Pomerleau about how inflation interacts with tax policy and the tax law. Kyle points out that inflation interacts in two major ways: When we tax gains that happen over long periods of time, and we have to think about whether adjusting the gain for inflation would help, and, when the tax system includes explicit dollar values, such as in thresholds, amounts of credits, the income tax brackets themselves. 

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