Best Tom Dupree Podcasts (2025)

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AI Investment Strategies vs. Traditional Portfolio Management: A Kentucky Financial Advisor’s Perspective 8-02-05

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2d ago

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AI Investment Strategies vs. Traditional Portfolio Management: A Kentucky Financial Advisor’s Perspective Are you wondering whether AI investment strategies belong in your retirement portfolio? In this episode of The Financial Hour, Tom Dupree and Elizabeth Dupree explore why personalized investment management focusing on established, dividend-payi…

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MARC MARON! FRED MAHER! MORE LOU REED TALK! 3:09:52

4h ago3:09:52

3:09:52

MARC MARON comes to the studio to catch up with Tom! An in-depth conversation ensues, with Marc touching on his new standup special Panicked, his career at large, his psyche, the winding down of his legendary podcast WTF, and much more! They are joined by musicIan and producer FRED MAHER, who discusses his career performing with Lou Reed, Scritti P…

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Investment Opportunities in New York: A Contrarian’s Guide to Regional Economic Recovery8-02-25

2d ago

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Investment Opportunities in New York: A Contrarian’s Guide to Regional Economic Recovery Uncovering Hidden Investment Opportunities Through Regional Economic Analysis In this episode of the Tom Dupree Show, investment strategist Tom Dupree shares his firsthand observations from a cross-country road trip through New York State and Vermont, revealing…

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JOE PERA! JAMIE LOFTUS! SONGS YOU NEVER NEED TO HEAR AGAIN! 2:59:20

7d ago2:59:20

2:59:20

JOE PERA joins the show via Zoom from backstage at his comedy show to discuss his controversial placement on last week's MOST EVIL COMEDIANS LIST! He and Tom hash it out. What will happen?!? Also, comedian JAMIE LOFTUS visits the Forever Dog studio and chats with Tom about her podcasts, books, Hot Dogs and more! Callers discuss the topic: Songs You…

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Building Wealth Through Personalized Investment Management – Tom Dupree Show 44:38

12d ago44:38

44:38

Building Wealth Through Personalized Investment Management Building Generational Wealth: A Father-Son Perspective on Investment Management In this engaging episode of the Tom Dupree Show, local financial advisor Tom Dupree sits down with his son James to discuss Kentucky retirement planning, personalized investment management, and the evolution of …

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Two Calls From The Party Doctor 29:03

12d ago29:03

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BEST SHOW BESTS! In these classic clips, Tom gets two calls from The Party Doctor! (Andrew Earles). (Originally broadcast on The Best Show On WFMU on February 19th and March 19th, 2002). New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. BEST SHOW LIVE! The Best Show is c…

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LIVE MUSIC FROM LANDLADY! JAMES FRITZ! Z-MAN HAS A NEW PODCAST? KEITH RICHARD IN RESEARCHBRIDGE! 2:49:48

14d ago2:49:48

2:49:48

LANDLADY come and rock the Best Show/Forever Dog theater! Tom hangs around and does a collage/Landlady collaboration! JAMES FRITZ stops by the studio for a bit (he also hangs out on the Rest Show for you Patreon subscribers). Z-Man calls to talk to Tom about his new podcast (whose concept/topic sounds extremely familiar to many of you Best Show lis…

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Best Show 25th Anniversary Tour! Get your Tickets Now! 0:54

16d ago0:54

0:54

The Best Show is celebrating 25 years with a live show extravaganza for the ages. Coming to NYC, Philly, LA, and Chicago this Fall! Get your Tickets Here: https://thebestshow.net Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Forever Dog

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Investment Wisdom Through Literature: Faulkner’s Lessons for Modern Kentucky Investors and Lexington’s Economic Challenges 44:37

19d ago44:37

44:37

Investment Wisdom Through Literature: Faulkner’s Lessons for Modern Kentucky Investors and Lexington’s Economic Challenges Timeless Investment Principles Hidden in Classic Literature In this episode of the Tom Dupree Show, Kentucky retirement planning Registered Investment Advisor Tom Dupree draws unexpected parallels between William Faulkner’s mas…

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Rick DeBetto from DeBetto and Nephews Fine Dining 45:06

19d ago45:06

45:06

BEST SHOW BESTS! In this classic clip, Tom gets a call from RICK DEBETTO about his family's restaurant! (Originally aired on WFMU on November 9th, 2010) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. BEST SHOW LIVE! The Best Show is celebrating 25 years with a live sh…

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Kentucky Retirement Planning: Why You Need to Know What You Own 44:38

19d ago44:38

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Kentucky Retirement Planning: Why You Need to Know What You Own Episode Air Date: July 19, 2025 The Hidden Dangers of One-Size-Fits-All Retirement Portfolios Are you approaching retirement with a portfolio you don’t truly understand? In this week’s Financial Hour, Kentucky retirement planning experts Tom Dupree and Mike Johnson reveal why knowing w…

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JO FIRESTONE! BEST SHOW LIVE SHOW ANNOUNCEMENT! SONGS OF SUMMER! MORRIS EEGH IN NEWBRIDGE BEACH! 2:53:15

21d ago2:53:15

2:53:15

Tom makes the announcement of BEST SHOW LIVE SHOWS coming this summer! JO FIRESTONE checks in with Tom to talk her new book Murder On Sex Island, St. Louis, her comedy career and more! Callers talk about the best summertime songs! Plus, Tom gets a call from MORRIS EEGH IN NEWBRIDGE BEACH! BEST SHOW LIVE! The Best Show is celebrating 25 years with a…

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Biblical Wisdom for Investment Planning and Health Policy Changes 44:37

23d ago44:37

44:37

Biblical Wisdom for Investment Planning and Health Policy Changes Are you facing unexpected financial challenges or wondering how recent health policy changes might affect your investment portfolio? In this episode of The Tom Dupree Show, Kentucky financial advisor Tom Dupree combines decades of investment experience with biblical wisdom to help Ch…

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Market Highs and Retirement Planning: Essential Investment Strategies for Pre-Retirees in Lexington, KY 44:38

26d ago44:38

44:38

Market Highs and Retirement Planning: Essential Investment Strategies for Pre-Retirees in Lexington, KY Are you a pre-retiree in Lexington, KY, approaching retirement while markets sit at historic highs? In this episode of The Financial Hour, Lexington-based financial advisors Tom Dupree and Mike Johnson break down critical retirement planning stra…

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Dr. Fred Meyers 34:28

26d ago34:28

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BEST SHOW BESTS! In this classic clip, Tom gets a call from his shrink, DR. FRED MYERS! (Originally aired on WFMU on July 29th, 2008) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPISODES! https://www.p…

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WILL MENAKER (CHAPO TRAP HOUSE)! ALISON STEVENSON! TALKING TO YOURSELF! BRIEF UPDATE FROM PHILLY BOY ROY! 3:01:27

28d ago3:01:27

3:01:27

This week on the show, WILL MENAKER from Chapo Trap House comes through to talk to Tom about his new comic book, podcasts, and politics! Comedian ALISON STEVENSON comes through to meet Tom and talk about her new special, tattoos, and Dave Navarro! Callers discuss TALKING TO YOURSELF! Tom pays tribute to deceased music maker and friend of the show T…

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Doug Flynn 44:38

1M ago44:38

44:38

The post Doug Flynn appeared first on Dupree Financial.By Tom Dupree

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The Patriot Zone hosted by Colonel Thomas Sharp! 2:58:42

1M ago2:58:42

2:58:42

BEST SHOW BESTS! In this classic episode, Tom introduces “The Patriot Zone”, extreme conservative talk hosted by Colonel Thomas Sharp, replete with spaghetti Western-esque theme music. A caller (Sam Seder) confuses The Patriot Zone for The New England Patriots Zone and wants to talk about football trades. Steve Bouchon of the Oxygen Network (Sam Se…

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PAUL SCHEER & ROB HUEBEL! OPEN MIKE EAGLE! PAUL MCCARTLEY IN NORTH NEWBRIDGE! 3:05:38

1M ago3:05:38

3:05:38

PAUL SCHEER & ROB HUEBEL stop by the Forever Dog studio to talk with Tom about their podcast DARK WEB, television, tell each other stories and more! OPEN MIKE EAGLE returns to The Best Show to talk to Tom about his new album Neighborhood Gods Unlimited, music at large, and much else! Tom takes calls about 4th of July, Mike continues his Joey Swole …

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Why Your 401K Target Date Fund Could Be Sabotaging Your Retirement 44:29

1M ago44:29

44:29

Why Your 401K Target Date Fund Could Be Sabotaging Your Retirement: A Financial Advisor’s Guide to Better Planning Are you one of the millions of Americans unknowingly putting your retirement at risk with target date funds? In this episode of The Tom Dupree Show, financial advisors Tom Dupree Jr. and Mike Johnson expose the hidden dangers lurking i…

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Kenny Dupree's "Freedom Bombs" 34:31

1M ago34:31

34:31

BEST SHOW BESTS! In this classic clip, Tom gets a call from country singer Kenny Dupree about his song "Freedom Bombs"! (Originally aired on WFMU on March 25th, 2003) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODE…

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BRAD EVANS AND NICK CIARELLI! HOW TO HAVE A GREAT SUMMER! NOEL GALLAGER IN RAGEBRIDGE! 2:48:53

1M ago2:48:53

2:48:53

Comedians/writers/Youtubers BRAD EVANS AND NICK CIARELLI come through to the Best Show to chat with Tom about their videos, comedy, the Paul brothers and more! Phones ring on the Topic HOW TO HAVE A GREAT SUMMER! Plus, Tom gets a call from NOEL GALLAGER IN RAGEBRIDGE! SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPISODES! https:/…

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Political Commentary and Financial Insights: Federal Holidays, Historical Literacy, and Investment Strategy

2M ago

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In this episode of The Tom Dupree Show, financial advisor and host Tom Dupree delivers incisive political commentary while weaving in essential financial wisdom for investors. Broadcasting from Dupree Financial Group, Tom explores how federal holidays impact economic productivity, discusses the importance of historical literacy in investment decisi…

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Energy Stocks for Retirement: Why Oil Investment Strategy Makes Sense in the AI Era 44:40

2M ago44:40

44:40

Why Smart Retirement Investors Are Looking at Energy Stocks in 2025 The energy sector has been dramatically undervalued by the market, creating compelling opportunities for retirement investors seeking dividend income […] The post Energy Stocks for Retirement: Why Oil Investment Strategy Makes Sense in the AI Era appeared first on Dupree Financial.…

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E-Cigs For Legs Saga 50:47

2M ago50:47

50:47

BEST SHOW BESTS! Highlights from the long running feud between Tom Scharpling and the E-CIGS FOR LEGS GUY! Including a SHOCKING UPDATE FROM THIS PAST WEEK'S EPISODE! New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES…

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CASTING 2025: THE MOVIE! MICK JONES IN THE CLIFFS OF SEABRIDGE! THE "RETURN" OF AN OLD BEST SHOW NEMESIS! 2:47:34

2M ago2:47:34

2:47:34

Phones ring on the topic "2025: The Movie". Who will play the biggest names of the year in the future film? Will it inexplicably be people who are too old, and/or already deceased actors? Will it be even more curveballs? Tune in to find out. The plot thickens on an enduring Best Show villain mystery! Who is it? Plus, Tom gets a call from MICK JONES…

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Why Dividend Investing Beats Inflation for Retirement Planning 44:39

2M ago44:39

44:39

Dividend Investing for Retirement Income: How to Build Wealth Outpacing Inflation Introduction In this episode of The Financial Hour, Registered Investment Advisor Tom Dupree reveals how dividend investing for retirement […] The post Why Dividend Investing Beats Inflation for Retirement Planning appeared first on Dupree Financial.…

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Tom's In The Beach Boys Supercut 37:58

2M ago37:58

37:58

BEST SHOW BESTS! These classic clips are a SUPERCUT of Tom's memoirs of his time as a Beach Boy! New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPISODES! https://www.patreon.com/TheBestShow WATCH THE BEST…

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JAKE FOGELNEST! BEST/WORST PEOPLE WITH YOUR NAME! FRANK E. VALLEY IN WHISPERBRIDGE! 2:54:24

2M ago2:54:24

2:54:24

JAKE FOGELNEST returns to the Best Show to hang with Tom! Many, many callers, regular and new, young and old chime in for the topic: Who are the best and the worst people who share your name? Plus, Tom gets a call from FRANK E. VALLEY IN WHISPERBRIDGE! Detained Immigrant Bond Fund GroundGameLA - Financially support undocumented people who are afrai…

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Government Waste, Biblical Wisdom, and Local Accountability: Lessons for Pre-Retirees in Uncertain Times

2M ago

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Government Waste, Biblical Wisdom, and Local Accountability: Lessons for Pre-Retirees in Uncertain Times Originally aired June 7, 2025 Understanding True Change: Why Most People Never Repent Tom draws powerful parallels […] The post Government Waste, Biblical Wisdom, and Local Accountability: Lessons for Pre-Retirees in Uncertain Times appeared fir…

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Market Psychology and Investment Timing: Essential Insights for Pre-Retirees and Retirees

2M ago

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Investment Psychology and Market Timing: Why Pre-Retirees Need a Long-Term Strategy During Market Volatility The financial markets can feel like an emotional rollercoaster, especially for pre-retirees and retirees who see […] The post Market Psychology and Investment Timing: Essential Insights for Pre-Retirees and Retirees appeared first on Dupree …

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Steven Jennings Talks About His Bruce Springsteen Book 1:07:59

2M ago1:07:59

1:07:59

BEST SHOW BESTS! In this classic clip, STEVEN JENNINS calls in to talk to Tom about his Bruce Springsteen book! (Originally Aired on WFMU on December 10th, 2012) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & V…

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LIVE MUSIC FROM DEERHOOF! WINNERS & LOSERS! ROADSIDE ATTRACTIONS! IAN MACKAY IN CRIMEBRIDGE! PAT FINNERTY! 2:59:14

2M ago2:59:14

2:59:14

DEERHOOF come through for a rousing performance in the Best Show/Forever Dog Theater! Tom takes calls about WINNERS & LOSERS, as well as ROADSIDE ATTRACTIONS! PAT FINNERTY (aka Pat In Philly) checks in! Plus, a call from IAN MACKAY IN CRIMEBRIDGE! SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPISODES! https://www.patreon.com/TheB…

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Extreme Sports Athlete Rad McKinney 48:56

2M ago48:56

48:56

BEST SHOW BESTS! In this classic clip, Tom gets a call from the legendary extreme sports champion RAD MCKINNEY! (Originally aired on February 2nd, 2016) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPIS…

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Why Government Spending and Personal Values Are Connected

2M ago

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Why Government Spending and Personal Values Are Connected: Biblical Wisdom for Financial and Political Reform Introduction In this thought-provoking episode of The Tom Dupree Show, financial advisor Tom Dupree draws […] The post Why Government Spending and Personal Values Are Connected appeared first on Dupree Financial.…

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Overcoming Investment Complacency: How to Build a Retirement Portfolio That Works in Uncertain Markets

2M ago

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Overcoming Investment Complacency: How to Build a Retirement Portfolio That Works in Uncertain Markets Introduction Two months after the market’s April 2025 bottom, investor complacency is already setting in. On […] The post Overcoming Investment Complacency: How to Build a Retirement Portfolio That Works in Uncertain Markets appeared first on Dupr…

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JAMES AUSTIN JOHNSON! ERIC RAHILL! WHITMER THOMAS! CARMEN CHRISTOPHER! AJ WEBERMAN! ROAD TRIP STORIES! PHILLY BOY ROY! 3:01:45

2M ago3:01:45

3:01:45

Best Show is back! JAMES AUSTIN JOHNSON comes to the studio to talk with Tom about his career, SNL, Bob Dylan and more! AJ WEBERMAN, noted Dylanologist and Garbologist, calls in to talk with Tom and James! Comedians and actors ERIC RAHILL, WHITMER THOMAS, and CARMEN CHRISTOPHER stop in to talk to Tom about their roles in the new A24 film FRIENDSHIP…

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South African Political Crisis and Financial Policy Lessons: Understanding Global Economic Instability

3M ago

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South African Political Crisis and Financial Policy Lessons: Understanding Global Economic Instability In this episode of The Tom Dupree Show, host Tom Dupree Jr. examines the ongoing political and economic […] The post South African Political Crisis and Financial Policy Lessons: Understanding Global Economic Instability appeared first on Dupree Fi…

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The Secret to Retirement Wealth: Investing in Boring, Dividend-Paying Businesses 44:38

3M ago44:38

44:38

Building Wealth Through Boring Businesses: Why Mundane Investments Beat Glamorous Returns in Retirement Planning The Secret to Retirement Wealth: Investing in Boring, Dividend-Paying Businesses Welcome to another episode of The […] The post The Secret to Retirement Wealth: Investing in Boring, Dividend-Paying Businesses appeared first on Dupree Fin…

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Soundtracapella 41:15

3M ago41:15

41:15

BEST SHOW BESTS! In this classic clip, Tom is joined in studio by the a capella soundtrack vocal duo SOUNDTRACAPELLA! (Originally Aired on WFMU on October 22, 2002) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES …

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THE BEST SHOW RETROSPECTIVE 2:44:29

3M ago2:44:29

2:44:29

Tom Scharpling sits down with Brett Davis to celebrate 25 years of The Best Show. Learn about the moments and people that led Tom to WFMU, and the development of Newbridge and Jon Wurster's incredible array of characters. Delve into the origins of fan favorites such as AP Mike, Pat, Dudio, Vance, and Gary the Squirrel, alongside insights into early…

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Illegal Immigration and Law Enforcement Crisis: The Impact of Sanctuary Cities

3M ago

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Illegal Immigration and Law Enforcement Crisis: The Impact of Sanctuary Cities Episode Overview: America’s Immigration Enforcement Crisis In this episode of The Tom Dupree Show, host Tom Dupree addresses the […] The post Illegal Immigration and Law Enforcement Crisis: The Impact of Sanctuary Cities appeared first on Dupree Financial.…

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Market Recovery and Investment Strategy: Tips from The Financial Hour

3M ago

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Market Recovery and Investment Strategy: Tips from The Financial Hour The Market’s Recent Recovery and Investment Opportunities In this episode of The Financial Hour, Tom Dupree and Mike Johnson discuss […] The post Market Recovery and Investment Strategy: Tips from The Financial Hour appeared first on Dupree Financial.…

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School Budget Concerns and Local Politics: Tom Dupree Talks Fayette County Issues

3M ago

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School Budget Concerns and Local Politics: Tom Dupree Tackles Fayette County Issues Introduction In this week’s episode of The Tom Dupree Show, host Tom Dupree discusses pressing local issues affecting […] The post School Budget Concerns and Local Politics: Tom Dupree Talks Fayette County Issues appeared first on Dupree Financial.…

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Thor From Newbridge Heights 34:14

3M ago34:14

34:14

BEST SHOW BESTS! In this classic clip, Tom gets a call from THOR FROM NEWBRIDGE HEIGHTS! New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPISODES! https://www.patreon.com/TheBestShow WATCH THE BEST SHOW LI…

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Investment Planning for Retirement: Creating Income Streams Through Dividends 45:03

3M ago45:03

45:03

Investment Planning for Retirement: Creating Income Streams Through Dividends Market Volatility and Your Retirement Plan: Why Income Matters In today’s unpredictable market environment, having a clear investment plan is more […] The post Investment Planning for Retirement: Creating Income Streams Through Dividends appeared first on Dupree Financial…

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Could Harvard’s Tax-Exempt Status Loss Mirror Solomon Brothers’ Demise? 44:46

3M ago44:46

44:46

Harvard’s Financial Crisis: Could Tax-Exempt Status Loss Mirror Solomon Brothers’ Demise? Harvard University’s ongoing battle with the federal government over research grants, tax-exempt status, and what it means for higher […] The post Could Harvard’s Tax-Exempt Status Loss Mirror Solomon Brothers’ Demise? appeared first on Dupree Financial.…

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Bishop Pablo Fontana 37:04

3M ago37:04

37:04

BEST SHOW BESTS! In this classic clip, Tom gets a call from BISHOP PABLO FONTANA! (Originally aired on WFMU on May 1st, 2007) New to the Best Show? Check out Best Show Bests, the greatest hits of The Best Show! Available every Friday on your podcast app. SUPPORT THE BEST SHOW ON PATREON! WEEKLY BONUS EPISODES & VIDEO EPISODES! ⁠⁠https://www.patreon…

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Financial Philosophy and Wealth Perspective

3M ago

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Financial Wisdom and Kentucky Culture Episode Highlights: Financial Perspective and Local Economic Development Tom Dupree, founder of Dupree Financial Group, brings decades of financial experience to this episode while exploring […] The post Financial Philosophy and Wealth Perspective appeared first on Dupree Financial.…

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Understanding Value Investing and Income Generation in Retirement

3M ago

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Investment Strategies for Retirement: Making Your Money Work for You Understanding Value Investing and Income Generation in Retirement In today’s episode of The Financial Hour, Tom Dupree and Mike Johnson […] The post Understanding Value Investing and Income Generation in Retirement appeared first on Dupree Financial.…