150 episodes listed below
Tax law meets St. Louis talk.
The Mark Milton Show with The Smash is a St. Louis-rooted talk show where legal and tax topics sit beside politics, sports, development, sponsor reads, and personal stories. Mark Milton brings the tax-law spine; The Smash brings the loose comic pressure.
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The Mark Milton Show with The Smash is a St. Louis-centered talk show built around law, taxes, politics, and local life. Its anchor is practical expertise. Mark Milton brings the perspective of a former Department of Justice Tax Division attorney, especially when the conversation turns to IRS disputes, conservation easements, estate taxes, gift-tax thresholds, and the mechanics behind legal incentives. Those sections are unusually concrete. The show explains how a tax concept works, why it matters, and where abuse or enforcement pressure can appear. Then the room veers sideways. The Smash adds a radio-banter energy that can turn a sponsor read, restaurant story, hospital recovery update, or stolen-truck account into its own segment. That contrast defines the show. One minute it is about syndicated conservation easements and appraisal fights; the next it is about furniture, Texas Roadhouse, or the etiquette of treating waitstaff well. Politics is a major lane, especially St. Louis County government, crime policy, regional cooperation, and local elections. Interviews with figures such as Mark Montevani give the show a civic forum quality, while guest co-host appearances bring in development, downtown projects, sports, and legal-career stories. It is not a quiet policy briefing. It is talk radio with a legal brain, a local map, and a taste for digression. The show works best for listeners who want tax and public-affairs conversation without losing the barbershop rhythm of jokes, interruptions, and familiar St. Louis references. Its rough edges are part of the format. The value is not polish; it is access to an informed local conversation that can move from IRS doctrine to neighborhood concerns without changing rooms.
Made for: Best for listeners who follow St. Louis politics, local business, public safety, tax issues, and personality-driven talk radio. It also fits anyone who wants legal and financial topics explained in conversational language.
What sets it apart: The show pairs real tax-law fluency with loose regional radio chemistry. Few business-and-politics podcasts move so easily from conservation easements to county races, downtown development, sponsor banter, and personal stories.
Former U.S. Department of Justice (“DOJ”) Tax Division Trial Attorney Mark Milton and legendary radio personality and entertainer Asher Benrubi (“The Smash”) have teamed up to help the common man navigate an ever-increasingly complex legal, regulatory, and tax environment, while also discussing personal finance, current events, and politics. Guests include local and national business leaders, politicians, lawyers, professional athletes, and entertainers. Milton earned his accounting degree from the University of Illinois at Urbana-Champaign and law degree from St. Louis University. After law school, he was selected to participate in the DOJ’s Attorney General’s Honors Program in Washington,…
Mark Milton turns estate-tax thresholds into barstool talk, with Smash asking the question you were about to.
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Short reviews from the PlayNext desk, based on the episodes we processed.
Smash's return and a hypothetical ranch frame Milton's discussion of conservation easement valuation.
Smash's return opens this tax-law conversation on a personal note before Mark Milton gets to conservation easements. He explains what an owner gives up, what they keep, and why the value of the surrendered development rights matters.
Host Mark Milton and co-host The Smash discuss tax law, politics, and personal finance with a humorous anecdote about dinner etiquette.
Mark Milton explains why YellowStone-related conservation easements can create huge tax deductions.
Mark Milton watched a burglar enter STL Tax Lawyer headquarters at 5:15 a.m. and immediately called police.
Mark Montevani says St. Louis County needs a crime plan with measurable goals, broad cooperation, and transparent reporting.
Mark Milton and Dave Sweeney move from the St.
Mark Milton explains how $17,000 annual gifts can reduce a potential $12 million estate-tax exposure.
Jay Randolph Jr.
The episode opens with a furniture ad and banter before introducing guest Jeff Smith, author of a book, for an interview likely covering legal and political topics.
Mark Milton and co-hosts discuss tax law, politics, and personal finance with a humorous, conversational tone.