Best Matt Deaton Podcasts (2025)

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Retirement’s Hidden Risks: Are You Really Prepared? 8:25

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5d ago8:25

8:25

What happens when retirement planning becomes a lifeline for families facing the unexpected? This episode explores why women often face unique challenges in retirement, the importance of shared financial strategies, and how a clear plan can potentially put your mind at ease during life’s toughest moments. Damon Roberts and Matt Deaton reveal the hi…

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The Art of Self Defense with Jaimie Arena 1:50:51

3d ago1:50:51

1:50:51

Jaimie Arena joins us once again for 2019's examination of modern manhood in The Art of Self Defense! Together we discuss Jesse Eisenberg's appeal, karate as a kid, seriousness at which martial arts is taken, Alessandro Nivola always being good and how the movie ties into current events

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Trusts, Taxes, and the Silver Tsunami: Are You Ready? 19:14

12d ago19:14

19:14

What would you do if a windfall or inheritance changed your life overnight? This episode explores the realities of sudden wealth, the emotional and tax challenges of inheriting money, and smart strategies for passing on your legacy. Learn how to avoid costly mistakes, minimize taxes, and decide whether a trust is right for your family—all while hon…

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Hereditary with Sonya Robinson and Jonah Koslofsky 1:55:14

12d ago1:55:14

1:55:14

Sonya Robinson and Jonah Koslofsky join us once again as we dig into 2018's iconic, Hereditary. Together we discuss Toni Colette's famous performance, overlooked aspects of the film like sound design, comparisons to Eddington and Ari Aster's Jewish sensibilities

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The Legend of Murray Kempton, with Andrew Holter 1:17:20

14d ago1:17:20

1:17:20

Murray Kempton (1917-97) was one of the greatest American journalists of the twentieth century. His career extended across seven decades, during which he produced somewhere around 11,000 columns, essays, and pamphlets, nearly all of them marked by his distinctive dry wit, insight, and stylistic elegance. He wrote about government and politics but a…

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From Stress to Strategy: One Couple’s Retirement Wake-Up Call 13:52

19d ago13:52

13:52

What if one meeting could erase your retirement doubts? In this episode of Success in the New Retirement, Damon Roberts and Matt Deaton share how a couple facing market volatility found peace of mind through a well-structured financial plan. From guaranteed income strategies to annuity regrets and fee transparency, they break down how to build conf…

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From Stress to Strategy: The Power of a Retirement Plan 17:39

26d ago17:39

17:39

What if you’re more ready to retire than you think? In this episode, Damon Roberts and Matt Deaton share real stories of clients who discovered they could retire earlier—once they had a plan. From reducing stress and blood pressure to reclaiming freedom, they explore how financial planning transforms lives. Learn how to mimic your paycheck in retir…

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John Wick, John Wick Chapter 2 and John Wick Chapter 3 - Parabellum with Brandon Streussnig 1:26:20

25d ago1:26:20

1:26:20

Brandon Streussnig (Vulture) returns as we chat about the the beloved John Wick franchise. There's the influence on current slate of action movies of it all, Keanu's career, the well made action inspired by indonesian cinema and our favorite fights

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Why the 4% Rule Might Be Failing Retirees 17:56

1M ago17:56

17:56

Is the 4% rule still relevant—or dangerously outdated? In this episode of Success in the New Retirement, Damon Roberts and Matt Deaton explore how longer lifespans, rising costs, and hidden 401(k) fees are reshaping retirement planning. They break down income strategies that go beyond traditional stocks and bonds, explain why mutual funds may be co…

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True Grit with Sam Cohen 1:28:23

1M ago1:28:23

1:28:23

Sam Cohen joins us as we chat about the Coen brothers making the best western of the 2010s in their remake of True Grit! Together we talk everything Jeff Bridges, our relationship with the Coens and the sweetness of the ending

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Retirement Rules You Should Rethink 13:49

1M ago13:49

13:49

Is the 4% retirement rule outdated—or just misunderstood? Damon Roberts and Matt Deaton unpack the myths, math, and media noise surrounding retirement withdrawal strategies. From Roth conversions and RMDs to alternative income tools and celebrity financial advice, this episode helps retirees navigate the shifting landscape of retirement planning wi…

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Caddyshack, Roths, and Retirement Truths 21:43

2M ago21:43

21:43

What do Bill Murray, inherited IRAs, and the 84-trillion-dollar wealth transfer have in common? In this episode, Damon Roberts and Matt Deaton explore the financial and emotional realities of passing down wealth, the tax traps of inherited IRAs, and how to avoid costly mistakes. Plus, a candid conversation with Bill Murray on quality of life, inves…

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The Beguiled with Lyvie Scott 1:41:21

2M ago1:41:21

1:41:21

Lyvie Scott returns as we revisit Sofia Coppola's 2017 southern gothic drama when she remade The Beguiled! Together we chat about the differences from the original Don Segal film, how great of an ensemble Coppola put together, sound design and how sympathy to the McBurney character

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The politics of abundance, with Misha Chellam 1:06:05

2M ago1:06:05

1:06:05

Misha Chellam, a leader in the Abundance movement and co-founder of the Abundance Network, joins The Vital Center to discuss how YIMBYism, state capacity, and Progress Studies relate to abundance. Chellam analyzes the successful alliances of growth-focused Abundants and good-government moderates in San Francisco. He also envisions future Abundance …

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The Tax Surprise That Could Derail Your Retirement 17:46

2M ago17:46

17:46

What’s the biggest surprise in retirement? Taxes. In this episode, Damon Roberts and Matt Deaton reveal how 31% of every retirement dollar may go to taxes—and why that number could climb. Learn how Roth conversions, Social Security timing, and smart income strategies can help you keep more of what you’ve saved. Plus, hear real stories of retirees g…

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God's Own Country with Allison Picurro 1:23:16

2M ago1:23:16

1:23:16

Allison Picurro (Boy Movies, TV Guide) returns for the forbidden British romance in God's Own Country . Together we discuss the brilliance of Josh O'Connor, Yorkshire as a setting and manual labor as a sign of repressed love like in Brokeback Mountain

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Do You Really Need $5 Million to Retire? 13:26

2M ago13:26

13:26

Is $5 million really the magic number for retirement? In this episode of Success in the New Retirement, Damon Roberts and Matt Deaton break down what truly matters—your income needs, not arbitrary savings goals. They share real client stories, explain how to bridge income gaps with smart strategies like Roth conversions and structured notes, and re…

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Boyhood with Josh Bradley 2:19:47

2M ago2:19:47

2:19:47

Josh Bradley (Serious Film People) returns for Richard Linklater's magnum opus in Boyhood! Together we chat about the criticisms from the time, the characterization of Ethan Hawke's father figure, the performances, why the descriptor of "universal feeling" is outdated and pop culture influences on the movie…

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The Red Zone of Retirement: Why Planning Late Costs More 17:34

2M ago17:34

17:34

What’s the cost of waiting to plan for retirement? In this episode of Success in the New Retirement, Damon Roberts and Matt Deaton tackle the hesitation many feel about working with a financial advisor—and why that delay could cost you options and income. They break down the importance of fiduciary standards, hidden fees, and how to vet your adviso…

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Exit Through The Gift Shop with Matt Knost 1:32:21

2M ago1:32:21

1:32:21

Matt Knost (Settle the Score) join us for 2010s documentary about Banksy (kinda) with Exit Through the Gift Shop! Together we dig into Banksy's place on pop culture, the perspective the doc takes on its main character and the elusive nature of the artist

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How William Buckley shaped the American right, with Sam Tanenhaus 2:06:24

2M ago2:06:24

2:06:24

Sam Tanenhaus, an esteemed journalist and biographer, joins The Vital Center to discuss his biography of William F. Buckley Jr. Buckley, a towering figure in American conservatism, helped to pave the way for the political realignment that Ronald Reagan accomplished. Tanenhaus exposes Buckley’s darker origins, including his support for racial segreg…

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Tax Strategies for a Secure Retirement 16:39

2M ago16:39

16:39

In this episode of Success in the New Retirement, Damon Roberts & Matt Deaton discuss the essential elements of retirement planning, emphasizing the importance of a comprehensive strategy that includes tax efficiency and investment management. They highlight the need for year-round tax strategies to maximize retirement income and share insights fro…

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The Love Witch with Olivia Deaton 1:19:49

3M ago1:19:49

1:19:49

Olivia Deaton (Intermission podcast) joins us for 2016's horror throwback in The Love Witch. Together we discuss the style of the movie, 2010s horror in general, Samantha Robinson's specific performance and comparisons to Jennifer's Body

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Creating Your Retirement Paycheck 16:51

3M ago16:51

16:51

This week on Success in the New Retirement, Damon Roberts & Matt Deaton discuss various strategies for turning retirement portfolios into reliable income streams. They emphasize the importance of creating a financial plan that accounts for income needs, market fluctuations, and emotional decision-making. The conversation also touches on the role of…

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The libertarian prophet of the abundance movement, with Virginia Postrel 1:05:29

3M ago1:05:29

1:05:29

The intellectual-political discussion of the so-called abundance movement typically is described as a debate taking place almost entirely on the left. But in fact many of its major themes were being discussed in right-leaning circles decades ago. Virginia Postrel, a libertarian thinker and journalist who was the former editor-in-chief of Reason mag…

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A Touch of Sin with Josh Polanski 1:40:14

3M ago1:40:14

1:40:14

Josh Polanski (Boston Hassle) returns as we chat about Jia Zhangke! Together we discuss the anthology film, fav segments, that epilogue and the Chinese restrictions

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Navigating the New Retirement Landscape 15:45

3M ago15:45

15:45

In this episode of Success In The New Retirement, Damon Roberts and Matt Deaton discuss the current state of 401(k) accounts, the impact of market volatility on retirement portfolios, and the importance of having a solid financial plan. They emphasize the need for effective risk management and the emotional aspects of investing, particularly during…

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Navigating Retirement: Fears and Financial Strategies 16:25

3M ago16:25

16:25

This week, Damon Roberts and Matt Deaton discuss the evolving landscape of retirement planning, focusing on the fears surrounding financial security and the necessity of comprehensive financial strategies. They explore the implications of working into retirement, the impact of inflation, and the rising trend of gray divorce. The conversation also d…

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The Double with Peyton Robinson 1:16:33

3M ago1:16:33

1:16:33

Peyton Robinson (Roger Ebert) returns with 2013’s The Double! Together we discuss how the movie is an overlooked comedy, the Jesse Eisenberg leading man appeal, movies we thought of in reference to The Double, the look of the movie and Richard Ayoade’s career

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Navigating Retirement: The Importance of Financial Advisors 15:06

3M ago15:06

15:06

This week, Damon Roberts and Matt Deaton discuss the importance of financial advisors, particularly for individuals nearing retirement. They emphasize that while younger individuals may not need an advisor, those aged 50 and older should start planning for retirement. The conversation also covers the misconceptions about 401(k) fees and the value o…

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Leave No Trace with Sam Herbst 1:26:05

3M ago1:26:05

1:26:05

Sam Herbst returns as we discuss Debra Granik’s superb Leave No Trace. Together we go through the careers of the leads, films we thought of on our rewatch, earning the movies’ rotten tomatoes record and 2018 as a movie year

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Populism and working-class nostalgia for the 1950s, with Alan Ehrenhalt 53:32

4M ago53:32

53:32

Donald Trump’s most resonant political slogan has always been the one he borrowed from Ronald Reagan: “Make America Great Again.” Trump rarely has been pushed to define when exactly he believes America experienced the greatness he promises to recapture. But many of his followers believe that America’s golden age — particularly for its working class…

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Building Trust in Financial Advisory 17:02

4M ago17:02

17:02

This week on Success in the New Retirement, Damon Roberts and Matt Deaton discuss the importance of trust in financial advisory, the evolving concerns of retirees, effective income strategies for retirement, and the critical role of tax planning. They emphasize the need for comprehensive financial education and the value of personalized retirement …

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Mastering Roth Conversions: A Retirement Game Changer 19:37

4M ago19:37

19:37

Damon Roberts & Matt Deaton explore how tools like Roth conversions can reduce taxes and provide long-term financial flexibility. By converting pre-tax accounts, such as 401(k)s or IRAs, into tax-free Roth accounts, retirees can shield their income from potential tax increases. They discuss the importance of understanding tax brackets, diversifying…