
The Mark Milton Show with The Smash
150 episodes listed below
Tax law meets St. Louis talk.
The gist
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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About The Mark Milton Show with The Smash
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.
In their own words
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,…
Why you'd press play
Mark Milton turns estate-tax thresholds into barstool talk, with Smash asking the question you were about to.
Press play if you want
- tax rules translated through concrete examples instead of a lecture from the codebook
- St. Louis politics and development talk with room for pointed opinions
Talks about
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Episodes
- 1
Ep. 79, Seg. 3: Musk vs. Warren and 2021 Reflections
·12m - 2
Ep. 101: Emergency Podcast: STLTaxLawyer Falls Victim to Crime Wave
·38m - 3
Ep. 100, Seg. 1: St. Louis County Executive Candidate Mark Mantovani
·40m - 4
Ep. 100, Seg. 2: Cardinals, Illini, and Development Talk
·29m - 5
Ep. 99: Inflation, Geopolitical Potpourri, and Estate & Gift Taxes
·49m - 6
Ep. 98: Milty & The Smash Return from Summer Break
·48m - 7
Ep. 97: Bob Estes and Life on the PGA Champions Tour
·31m - 8
Ep. 96: Vacations, Radio Stories, and the Future of the Podcast
·1h 3m - 9
Ep. 61, Seg. 3: Small Business Tax Tips
·10m - 10
Ep. 61, Seg. 4: The GOATs
·8m - 11
Ep. 78, Seg. 1: Viva Las Vegas
·16m - 12
Ep. 72, Seg. 1: Mexico and Mandates
·22m - 13
Ep. 95: Hairstyles, the Opera, and Heartbreak in Texas
·46m - 14
Ep. 94: Rep. Dan Houx on Why Sports Gambling Legislation Failed in Missouri
·51m - 15
Ep. 93: Ryan Dickherber, St. Louis Attorney and U.S. Open Pickleball Champion
·39m - 16
Ep. 92: Social Media, Wally’s, and Things To Do In St. Louis
·53m - 17
Ep. 91: Jane Dueker, Democrat Candidate for St. Louis County Executive
·47m - 18
Ep. 90: Jay Randoph Jr. Previews The Masters
·29m - 19
Ep. 89, Seg. 1: The Slap Heard ’Round The World
·30m - 20
Ep. 89, Seg. 2: Biden’s Class Warfare Tax Proposal
·18m - 21
Ep. 88, Seg. 1: Supreme Court Nomination Hearings
·28m - 22
Ep. 88, Seg. 2: The Introduction of Drops, March Madness, and Milty’s RV
·18m - 23
Ep. 87: Treat Yourself and March Madness
·40m - 24
Ep. 86, Seg. 1: Former Billiken Troy Robertson
·25m - 25
Ep. 86, Seg. 2: Russia, Ukraine, and America’s Foreign Policy
·23m - 26
Ep. 85: ”Mr. Smith Goes To Prison” - Interview with Jeff Smith
·59m - 27
Ep. 84, Seg. 1: Winter Weather and Super Bowl Stories
·22m - 28
Ep. 84, Seg. 2: IRS Backlog and The Merits of Fighting
·24m - 29
Ep. 83: Milty Bought an RV
·37m - 30
Ep. 81, Seg. 1: Don Fort, Former Chief of the IRS Criminal Investigation Division
·39m - 31
Ep. 81, Seg. 2: School Mask Mandate Lawsuit
·13m - 32
Ep. 80, Seg. 1: The Show is a Free Agent
·16m - 33
Ep. 80, Seg. 2: Surprise Guest and St. Louis City Earnings Tax Lawsuit News
·14m - 34
Ep. 80, Seg. 3: Flying is a Disaster
·12m - 35
Ep. 79, Seg. 1: Missouri U.S. Senate Candidate Dave Schatz
·25m - 36
Ep. 79, Seg. 2: Tis The Season
·16m - 37
Ep. 102: Smash is Back!
·42m - 38
Ep. 78, Seg. 2: Nathan J. Hochman, former head of DOJ Tax Division
·21m - 39
Ep. 78, Seg. 3: Revenge of the Tax Nerds
·15m - 40
Ep. 77, Seg. 1: Thanksgiving, Guns ‘n Hoses, and MLB Lockout
·17m - 41
Ep. 77, Seg. 2: College Football Coaches Contracts
·13m - 42
Ep. 77, Seg. 3: Action Items for Taxes in December
·8m - 43
Ep. 77, Seg. 4: Asteroids and Kennedy vs. Fauci
·13m - 44
Ep. 76, Seg. 1: Canceling Conservatism
·16m - 45
Ep. 76, Seg. 2: Guns ‘n Hoses and Thanksgiving Meals
·15m - 46
Ep. 76, Seg. 3: Hockey, Fighting, and Doomsday Prepping
·21m - 47
Ep. 75, Seg. 1: Supply Chain, Vegas, and Aaron Rodgers
·15m - 48
Ep. 75, Seg. 2: The Fascinating Kyle Rittenhouse Trial
·16m - 49
Ep. 75, Seg. 3: Portnoy vs. Business Insider
·9m - 50
Ep. 75, Seg. 4: Year-End Tax Savings Tips
·10m - 51
Ep. 74, Seg. 1: An Apology To Warson Woods
·21m - 52
Ep. 74, Seg. 2: TV, Elections, and Biden‘s Nap
·19m - 53
Ep. 74, Seg. 3: More NFL Drama
·12m - 54
Ep. 73, Seg. 1: National Media Finally Covering Rams Lawsuit
·17m - 55
Ep. 72, Seg. 2: Year-End Tax Tips
·17m - 56
Ep. 73, Seg. 2: Councilman Tim Fitch
·20m - 57
Ep. 73, Seg. 3: Congressional Wrestling
·15m - 58
Ep. 72, Seg. 3: Fantasy Football and Weekly Picks
·12m - 59
Ep. 71, Seg. 1: Hola Mexico!
·15m - 60
Ep. 71, Seg. 2: Gruden, Rams Relocation, and NFL Hypocrisy
·22m - 61
Ep. 71, Seg. 3: Football Roundtable
·15m - 62
Ep. 70, Seg. 1: Return of The Smash
·12m - 63
Ep. 70, Seg. 2: Wild Card Recap
·11m - 64
Ep. 70, Seg. 3: Wrestling Legends and Urban Meyer
·14m - 65
Ep. 70, Seg. 4: The IRS Is Coming
·14m - 66
Ep. 69, Seg. 1: An Inside Look at Local Government
·20m - 67
Ep. 69, Seg. 2: Soccer and Bobblehead Talk
·19m - 68
Ep. 69, Seg. 3: Political Wrestling
·14m - 69
Ep. 68, Seg. 1: Beer Industry Trends
·17m - 70
Ep. 68, Seg. 2: Cardinals, LaRussa, and Baseball
·19m - 71
Ep. 68, Seg. 3: Sports Gambling Pick ‘Em
·15m - 72
Ep. 67, Seg. 1: Biden Tax Plan Proposes $2.5 Trillion in New Taxes
·13m - 73
Ep. 67, Seg. 2: General Milley‘s Actions During Trump‘s Final Days
·16m - 74
Ep. 67, Seg. 3: St. Louis City Earnings Tax Lawsuit Update
·13m - 75
Ep. 66, Seg. 1: Tom O‘Toole Discusses the Ascension Charity Classic
·17m - 76
Ep. 66, Seg. 2: Normandie Golf Course Renovation
·17m - 77
Ep. 66, Seg. 3: Golf Talk and Ryder Cup
·17m - 78
Ep. 65, Seg. 1: Yadi, Tattoos, and Cars
·12m - 79
Ep. 65, Seg. 2: Government Spending Insanity
·13m - 80
Ep. 65, Seg. 3: IRS Cracking Down on Crypto Users
·15m - 81
Ep. 65, Seg. 4: Concerts, Masks, and Panhandlers
·11m - 82
Ep. 64, Seg. 1: Chaos in Afghanistan
·19m - 83
Ep. 64, Seg. 2: Worker Shortage
·11m - 84
Ep. 64, Seg. 3: Civil Versus Criminal Tax Cases
·7m - 85
Ep. 64, Seg. 4: College Sports Landscape
·15m - 86
Ep. 63, Seg. 1: Mask Mandates in Schools
·18m - 87
Ep. 63, Seg. 2: The Fall of Afghanistan
·10m - 88
Ep. 63, Seg. 3: Potpourri
·22m - 89
Ep. 62, Seg. 1: Milton Family RV Trip Recap
·26m - 90
Ep. 62, Seg. 2: Holiday World
·16m - 91
Ep. 62, Seg. 3: More RV Life
·11m - 92
Ep. 61, Seg. 1: Radio Rules & The Olympics
·9m - 93
Ep. 61, Seg. 2: Lewis Reed, President of the St. Louis Board of Aldermen
·25m - 94
Ep. 60, Seg. 1: U.S. Senate Candidate Mark McCloskey
·26m - 95
Ep. 60, Seg. 2: The Incompetent Kim Gardner
·13m - 96
Ep. 60, Seg. 3: Potpourri
·12m - 97
Ep. 59, Seg. 1: America's Relationship with Food
·16m - 98
Ep. 59, Seg. 2: Interview with Billy Corgan of Smashing Pumpkins
·18m - 99
Ep. 59, Seg. 3: Concerts and Baseball Talk
·17m - 100
Ep. 82: Working in Trump’s White House with Attorney Darby Wade Grant
Host Mark Milton and co-host The Smash discuss tax law, politics, and personal finance with a humorous anecdote about dinner etiquette.
·45m - 101
Ep. 102: Smash is Back!
Hidden gemMark Milton explains why YellowStone-related conservation easements can create huge tax deductions.
Dec 9, 2022·42m·2 clips - 102
Ep. 101: Emergency Podcast: STLTaxLawyer Falls Victim to Crime Wave
Hidden gemMark Milton watched a burglar enter STL Tax Lawyer headquarters at 5:15 a.m. and immediately called police.
Oct 27, 2022·38m·2 clips - 103
Ep. 100, Seg. 2: Cardinals, Illini, and Development Talk
Dave Sweeney explains how the historic Armory could become St. Louis's next indoor entertainment venue.
Oct 5, 2022·29m·2 clips - 104
Ep. 100, Seg. 1: St. Louis County Executive Candidate Mark Mantovani
Hidden gemMark Montevani says St. Louis County needs a crime plan with measurable goals, broad cooperation, and transparent reporting.
Oct 5, 2022·40m·2 clips - 105
Ep. 99: Inflation, Geopolitical Potpourri, and Estate & Gift Taxes
Mark Milton explains how $17,000 annual gifts can reduce a potential $12 million estate-tax exposure.
Sep 28, 2022·49m·2 clips - 106
Ep. 98: Milty & The Smash Return from Summer Break
Sep 21, 2022·48m - 107
Ep. 97: Bob Estes and Life on the PGA Champions Tour
Sep 13, 2022·31m - 108
Ep. 96: Vacations, Radio Stories, and the Future of the Podcast
Jun 8, 2022·1h 3m - 109
Ep. 95: Hairstyles, the Opera, and Heartbreak in Texas
May 26, 2022·46m - 110
Ep. 94: Rep. Dan Houx on Why Sports Gambling Legislation Failed in Missouri
May 18, 2022·51m - 111
Ep. 93: Ryan Dickherber, St. Louis Attorney and U.S. Open Pickleball Champion
May 4, 2022·39m - 112
Ep. 92: Social Media, Wally’s, and Things To Do In St. Louis
Apr 29, 2022·53m - 113
Ep. 91: Jane Dueker, Democrat Candidate for St. Louis County Executive
Apr 20, 2022·47m - 114
Ep. 90: Jay Randoph Jr. Previews The Masters
Mark Milton hosts a show discussing tax, legal, and financial topics, opening with a lighthearted golf anecdote with guest Jay Randolph Jr.
Apr 6, 2022·29m - 115
Ep. 89, Seg. 1: The Slap Heard ’Round The World
Mar 30, 2022·30m - 116
Ep. 89, Seg. 2: Biden’s Class Warfare Tax Proposal
Mar 30, 2022·18m - 117
Ep. 88, Seg. 1: Supreme Court Nomination Hearings
Mar 23, 2022·28m - 118
Ep. 88, Seg. 2: The Introduction of Drops, March Madness, and Milty’s RV
Mar 23, 2022·18m - 119
Ep. 87: Treat Yourself and March Madness
Mar 16, 2022·40m - 120
Ep. 86, Seg. 2: Russia, Ukraine, and America’s Foreign Policy
Mar 10, 2022·23m - 121
Ep. 86, Seg. 1: Former Billiken Troy Robertson
Mar 10, 2022·25m - 122
Ep. 85: ”Mr. Smith Goes To Prison” - Interview with Jeff Smith
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.
Feb 28, 2022·59m - 123
Ep. 84, Seg. 2: IRS Backlog and The Merits of Fighting
Feb 21, 2022·24m - 124
Ep. 84, Seg. 1: Winter Weather and Super Bowl Stories
Feb 21, 2022·22m - 125
Ep. 83: Milty Bought an RV
Feb 11, 2022·37m - 126
Ep. 82: Working in Trump’s White House with Attorney Darby Wade Grant
Mark Milton and co-hosts discuss tax law, politics, and personal finance with a humorous, conversational tone.
Jan 28, 2022·45m - 127
Ep. 81, Seg. 1: Don Fort, Former Chief of the IRS Criminal Investigation Division
Jan 21, 2022·39m - 128
Ep. 81, Seg. 2: School Mask Mandate Lawsuit
Jan 21, 2022·13m - 129
Ep. 80, Seg. 3: Flying is a Disaster
Jan 12, 2022·12m - 130
Ep. 80, Seg. 2: Surprise Guest and St. Louis City Earnings Tax Lawsuit News
Jan 12, 2022·14m - 131
Ep. 80, Seg. 1: The Show is a Free Agent
Jan 12, 2022·16m - 132
Ep. 79, Seg. 3: Musk vs. Warren and 2021 Reflections
Dec 17, 2021·12m - 133
Ep. 79, Seg. 1: Missouri U.S. Senate Candidate Dave Schatz
Dec 17, 2021·25m - 134
Ep. 79, Seg. 2: Tis The Season
Dec 17, 2021·16m - 135
Ep. 78, Seg. 1: Viva Las Vegas
Dec 10, 2021·16m - 136
Ep. 78, Seg. 2: Nathan J. Hochman, former head of DOJ Tax Division
Dec 10, 2021·21m - 137
Ep. 78, Seg. 3: Revenge of the Tax Nerds
Dec 10, 2021·15m - 138
Ep. 77, Seg. 4: Asteroids and Kennedy vs. Fauci
Dec 3, 2021·13m - 139
Ep. 77, Seg. 1: Thanksgiving, Guns ‘n Hoses, and MLB Lockout
Dec 3, 2021·17m - 140
Ep. 77, Seg. 3: Action Items for Taxes in December
Dec 3, 2021·8m - 141
Ep. 77, Seg. 2: College Football Coaches Contracts
Dec 3, 2021·13m - 142
Ep. 76, Seg. 1: Canceling Conservatism
Nov 19, 2021·16m - 143
Ep. 76, Seg. 2: Guns ‘n Hoses and Thanksgiving Meals
Nov 19, 2021·15m - 144
Ep. 76, Seg. 3: Hockey, Fighting, and Doomsday Prepping
Nov 19, 2021·21m - 145
Ep. 75, Seg. 4: Year-End Tax Savings Tips
Nov 12, 2021·10m - 146
Ep. 75, Seg. 3: Portnoy vs. Business Insider
Nov 12, 2021·9m - 147
Ep. 75, Seg. 2: The Fascinating Kyle Rittenhouse Trial
Nov 12, 2021·16m - 148
Ep. 75, Seg. 1: Supply Chain, Vegas, and Aaron Rodgers
Nov 12, 2021·15m - 149
Ep. 74, Seg. 1: An Apology To Warson Woods
Nov 5, 2021·21m - 150
Ep. 74, Seg. 2: TV, Elections, and Biden‘s Nap
Nov 5, 2021·19m