Best The Luxury Pickers Podcasts (2025)

1
Johann Kurtz (Becoming Noble) - Leaving a Legacy 58:16

8d ago58:16

58:16

I speak with with the semi-pseudonymous Johann Kurtz on his terrific new book Leaving a Legacy: Inheritance, Charity, & Thousand-Year Families. Johann lays out the foundation for why it can be moral to leave an inheritance when pared with virtue. We talk how ‘Die with Zero’ misses the mark, why true charity is necessarily multi-generational, family…

1
Zack Grafman & Frank Theodat on The Boys Book of Adventure 1:08:48

3M ago1:08:48

1:08:48

I chat with editors Zack Grafman and Frank Theodat about the need for aspirational books for boys. Many recommendations from the Dads here, including classics like The Hardy Boys, Treasure Island, Jules Verne but also some new stuff (Redwall, How to Train your Dragon, even some video games). We also talk the (potential) opportunity within independe…

1
Ryan O'Connor - Nintendo, Switch 2, Conviction from Deep Work 1:23:32

6M ago1:23:32

1:23:32

In which I bring you one of the sharpest minds in fundamental equity analysis, my friend Ryan O'Connor of Crossroads Capital. Ryan is a multidisciplinary thinker who combines rigorous fundamental analysis with a lot of of wit and wisdom. In this conversation, we dive deep into one of his ideas, none other than Nintendo. We discuss Ryan’s original c…

1
#224: Sweaty Start Up - Nick Huber 1:01:01

7M ago1:01:01

1:01:01

In this episode, I sit down with Nick Huber, entrepreneur, real estate investor, and the voice of "The Sweaty Startup." Nick built a multi-million-dollar self-storage empire and champions the power of "boring" businesses that deliver real profits. Today, Nick celebrates the launch of his book, The Sweaty Startup, a guide to building sustainable bus…

1
#223: AI and the Future of Media - Kaz Bycko 56:20

8M ago56:20

56:20

This episode's guest is Kaz Bycko, a young entrepreneur out of OKC who I have known and worked with over the years. Kaz and his team recently launched Bubbl, an AI-powered platform that curates podcast content. He also co-founded Red Dirt Mining and serves as President of the Oklahoma Bitcoin Association. In this episode, we explore how Kaz is look…

1
Wyatt O'Rourke - Financialization of Bitcoin, Bitcoinization of Finance 58:22

8M ago58:22

58:22

I start the pod with some insights from the last four-year cycle in Bitcoin investing, comparing its annualized returns and drawdowns with other market proxies like the S&P 500, NASDAQ, and gold. I then welcome Wyatt O'Rourke, founder of Basilic Financial and author of 'The Bitcoinization of Finance,' to discuss Bitcoin's integration into tradition…

1
Edward Stratemeyer & Adventures in Fiction Publishing 44:53

9M ago44:53

44:53

I talk boys books passed down through generations, including classic adventure series like the Hardy Boys. I also examine the life and contributions of Edward Stratemeyer, the mastermind behind the Hardy Boys, Tom Swift, and the Bobbsey Twins. Inspired by these classics, I share my own venture in children's literature with my new book series, 'The …

1
#222: The Ridge Wallet Story - Sean Frank 1:02:02

9M ago1:02:02

1:02:02

In this episode, I sit down with Sean Frank, CEO of Ridge Wallet, the brand that redefined men’s accessories with its sleek, RFID-blocking wallets and everyday carry gear. Men’s fashion rarely prioritizes accessories, and wallets are something most guys replace once a decade—yet Ridge built a thriving business in a space where success seemed unlike…

1
#221: Building Luxury Cabins in the Woods - Jeff Burns 59:01

10M ago59:01

59:01

In this episode, we have my business partner in our real estate firm Jeff Burns. We start the conversation on how he made an incredible parlay early in his career that has been the foundation of everything we have built in real estate. We then touch on the journey, from starting out with an idea, to how it has evolved into a large scale company. We…

1
#220: The ESG Bubble Has Burst 9:52

10M ago9:52

9:52

Is ESG (Environmental, Social, and Governance) investing dead? Once hailed as the future of finance, ESG is now facing a reckoning. From underperforming green investments and political backlash to corporate retreats and cultural pushback, the cracks in the system are undeniable. In this episode, we break down why ESG is crumbling—examining its fina…

1
#219: Born to Build - Adam Rossi 1:08:06

11M ago1:08:06

1:08:06

In this episode, I sit down with Adam Rossi, who built and sold a successful cybersecurity software company serving federal agencies. Adam shares his journey from structural engineer to tech entrepreneur, offering key insights on starting and scaling a business. We discuss his strategic approach to entrepreneurship - working for two years to gain e…

1
#218: 2025 Oil & Gas Market Outlook - Dan Pickering 59:54

11M ago59:54

59:54

This episode's guest is Dan Pickering, the well known energy sector analyst and investor currently serving as the chief investment officer at Pickering Energy Partners. Dan has had a track record of successful entrepreneurship ventures throughout his career, notably co-founding Tudor, Pickering, Holt & Co. before launching PEP. He's a regular guest…

1
I Wrote a Hardy Boys-esque Boys' Book 1:57

12M ago1:57

1:57

The Adventures of Leo & Henry - The Quest for the Lost Sword The book is now available for purchase on Amazon and Gumroad (digital version only). This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.comBy Andrew Flattery

1
#217: Luminus Capital - Karl Graham 1:02:03

1y ago1:02:03

1:02:03

This episode's guest is Karl Graham, co-founder and principal at Luminus Capital, an investment firm specializing in self-storage and industrial real estate. Karl is also a small business entrepreneur that has founded various start-ups. This episode we discuss Karl's journey from a geologist in the oil and gas industry to building a thriving real e…

1
Notes on Trump, Getting Unstuck, and the American Empire 50:59

1y ago50:59

50:59

I share some personal views on another Trump presidency and allow myself a moment to indulge in some optimism. We get into the concept of America's decline, comparing it to the fall of Rome, and explore the potential for continuation of the empire. I riff on the commentary of Peter Thiel on Bari Weiss’s show, Trump’s Rogan appearance, Michael Golds…

1
#216: Car Market Madness - John Ross 1:03:21

1y ago1:03:21

1:03:21

This episode's guest is John Ross from WatchJRGO— the popular YouTube channel where JR blogs his life and tackles multiple projects like fixing old cars and remodeling his AirBnb. We talk about the car market, the car flipping business, some of his craziest projects, EV trends, Tesla and its brutal pricing changes that have left thousands of people…

1
Don't Retire, Pull a Mel Gibson 44:35

1y ago44:35

44:35

I delve into Mel Gibson's spot-on perspective on retirement, which I contend is unnatural in the modern hedonistic context. I explore Gibson’s commitment to staying creative and active into his later years, doing work that matters, and contrast this with our societal norm of subsidized and unexamined retirement. 02:47 The Problem with Subsidized Re…

1
#215: $10 Billion in Transactions: A Masterclass on Building a Brokerage - Chris Atherton 59:14

1y ago59:14

59:14

This episode's guest is Chris Atherton. Chris is the CEO of EnergyNet, a leading online platform for oil and gas asset transactions. The company has brokered over $10 billion in deals since it was founded in 1999. This year EnergyNet has also launched separate marketplaces for real estate, alternative energy, and other real assets under the Efficie…

1
Leandro González-Sicilia - Multi-Generational Family Businesses, Luxury Investing, Hermès 44:51

1y ago44:51

44:51

I welcome Leandro of Best Anchor Stocks to Gentleman Speculator. Leandro is the co-founder of an investment research service and an equity analyst I deem worthy of paying attention to. We discuss the value of multi-generational family businesses, focusing especially on Hermès. Despite challenges, there is a small subset of public companies where be…

1
#214: The Changing World Order - Doomberg 1:05:23

1y ago1:05:23

1:05:23

This episode we have returning guest Doomberg. Over the years Doomberg has made multiple appearances on the show and his episodes are some of my favorite to record. If you don't already know, Doomberg runs one of the largest paid substack newsletters and puts out some incredible content around energy, markets, business, politics, and the other craz…

1
Clay Finck - 100 Baggers, Quality Investing, Bitcoin for Stock Pickers 47:34

1y ago47:34

47:34

In this episode of GENTLEMAN SPECULATOR, I sit down with Clay Finck from 'We Study Billionaires' to discuss Chris Mayer's book '100 Baggers,' the quality investing ethos, and the friction stock analyst have with bitcoin. Clay shares his journey from being an actuary in Nebraska to going full time with The Investors Podcast Network. Highlights inclu…

1
#213: From Getting Fired to Building Companies - Nik Hulewsky 47:17

1y ago47:17

47:17

This episode's guest is Nik Hulewsky, the co-founder of multiple 7 figure businesses that he has successfully built and flipped. Nik started on the corporate career path and ultimately got fired from his job. Rather than going back to the corporate world he used an SMB loan to buy his first business, a medical payments company. After a few years he…

1
The Real Zorro, Noblesse Oblige, Gentleman Speculator 45:02

1y ago45:02

45:02

https://www.gentlemanspeculator.com/ You heard right. The Reformed Financial Advisor Podcast? It's gone. Dead and buried. From now on, it's Gentleman Speculator. Cleaner. Sharp as a stiletto heel. Like Alain Delon's tailored slacks. Money is a tool. But this isn’t about counting beans anymore. We’re talking shadows, where the real power reveals its…

1
#212: Building an 8 Figure HVAC Business - Ted Dockrey 1:07:00

1+ y ago1:07:00

1:07:00

This episode's guest is Ted Dockrey. Ted left his job during his 20s and bought a HVAC company. Him and his partner took the business from a mid 6 figures revenue to 8 figures of revenue in just a few years and then sold it to private equity. This episode we discuss Ted's entrepreneurial journey and what it took to take the leap to go out on his ow…

1
Deflation, Sound Money, Is Bitcoin "Good?" | Tim Wuebker 56:24

1+ y ago56:24

56:24

In conversation again with Tim Wuebker. We discussed inflation, deflation, hard money, and the moral case for Bitcoin. I recall how the 2008 financial crisis led me to question the stability of traditional financial systems and eventually turned me towards Bitcoin, especially during the money-printing spree of 2020. We delved into the advantages of…

1
The Pros Not Understanding Bitcoin Is a Good Thing For Us 20:24

1+ y ago20:24

20:24

While bitcoin is in common parlance now in market commentary, politics, and internet culture, few understand what could be an idea hiding in plain sight. This is good news for us, as herein lies the opportunity. July 2024 Special Report - Andrew Flattery Subscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simpl…

1
#211: Investing in Macro Trends - James Fishback 1:00:59

1+ y ago1:00:59

1:00:59

This episode's guest is James Fishback. He recently had a high profile (and highly meme'd) exit from David Einhorn's Greenlight Capital. He's moved past the 'head of macro" controversy, and is now focused on building his next venture, Azoria Capital. This episode James shares his insights on the current state of the macro economy, including his tho…

1
Writing Books, Catholic Investing, Bitcoin vs. Ethereum | Devin Rose 45:47

1+ y ago45:47

45:47

I have a deep and varied conversation with Devin Rose, a Catholic author, blogger, and software engineer. We dive into topics like writing books, moral guidance for Catholic investors, and the debate between Bitcoin and Ethereum. Devin shares his personal journey from militant atheism to Catholicism, his experiences with homesteading, and his insig…

1
#210: Getting Deals Done - Clay Brett 1:03:39

1+ y ago1:03:39

1:03:39

This episode's guest is Clay Brett. Clay is a partner at Baker Botts, and leads a broad transactional practice, representing private equity investors, private credit investors, portfolio companies and financial institutions in M&A, capital formation, financing and joint venture deals. While Clay has led transactions across sectors as a generalist, …

1
Lean Entrepreneurship, Twitter, Harrison Butker | Bryant Suellentrop 53:06

1+ y ago53:06

53:06

In this Reformed Financial Advisor pod I talk with my friend Bryant Suellentrop, who shares his journey from from scratch to success in various businesses. Bryant reveals how he transitioned from a web design business to a profitable cleaning company and ultimately founded a recruiting agency, Elevate and Delegate. He discusses the advantages of vi…

1
#209: How to Not Lose Money - Aleksey Chernobelskiy 49:17

1+ y ago49:17

49:17

This episode's guest Aleksey Chernobelskiy. Aleksey has a background in managing a $10 billion commercial real estate portfolio at STORE Capital and is currently a principal at Centrio Capital Partners. With Centrio, Aleksey focuses on helping LPs in real estate investment funds better understand the investment risks they are making and vetting GP …

1
#208: Serial Entrepreneurship - Chris Koerner 1:04:50

1+ y ago1:04:50

1:04:50

This episode's guest is Chris Koerner. He is a serial entrepreneur and loves the art of building businesses. Chris has founded and built multiple companies across different industries and currently manages them in his holding company. This episode we discuss the challenges Chris has faced juggling so many different companies at once. We look at the…

1
#207: How to Grow a Brand - Hans Lorei 56:04

1+ y ago56:04

56:04

This episode's guest is Hans Lorei. I met Hans in the short-term rental space, and have been following him as he's grown a massive interior design brand across social media the last 8 months. Interior design has always been one of the most important aspects of building a home. However, it can be very challenging due to the need to balance multiple …

1
Notes on Young Michael Saylor 55:24

1+ y ago55:24

55:24

I dive into evolution of Michael Saylor alongside his company, MicroStrategy, illustrating Saylor's rise from humble beginnings, the establishment of MicroStrategy driven by his tech foresight, and the challenges he faced post an accounting scandal in 2000. I consider Saylor as a visionary who deftly navigates through adversities, embraces innovati…

1
#206: Building a Successful Restaurant Business - Joey Morris 1:11:05

1+ y ago1:11:05

1:11:05

This episode's guest is Joey Morris, one of the co-founders and partners of a popular restaurant group based in Oklahoma City. Joey is also my cousin in-law, and every time we get together at family gatherings I've always enjoyed talking business and entrepreneurship with him. His team has put together multiple successful restaurant concepts that h…

1
#205: GasBizGuy - Chris Hellgeth 1:08:00

1+ y ago1:08:00

1:08:00

This episode's guest is Chris Hellgeth the man behind the GasBizGuy Twitter account. I was excited to get Chris on the podcast since we have both made our careers in the hydrocarbon marketing space. This episode we discuss the retail gasoline distribution business and how Chris has been able to carve out a profitable business in that niche. We talk…

1
#204: Oil & Gas Market Dynamics - Matt Marshall 33:37

1+ y ago33:37

33:37

This episode's guest is Matt Marshall the President of AEGIS CTA. Matt is an oil and gas markets guru and it's a luxury to be working with him and his team at AEGIS. In this episode, we discuss the current oil and gas market dynamics, and get Matt's view on what is driving pricing. We dive into the recent natural gas bear market and what is on the …

1
#203: Simple Modern - Mike Beckham 1:12:19

1+ y ago1:12:19

1:12:19

This episode's guest is Mike Beckham the founder and CEO of Simple Modern, an industry leading producer of premium drinkware and lifestyle products. We discuss the various stages of entrepreneurship and the sacrifices it takes to build a successful business. He shares insights on how he built his company's culture and business practices over time, …

1
#202: In the Dark - Brian Gitt 1:01:21

2y ago1:01:21

1:01:21

This episode I have returning guest Brian Gitt. Brian has been a fan favorite and I was happy to have him back on the show to talk about his new book "In The Dark: Fixing Energy Policies that Hurt People and the Planet." During the conversation we walkthrough the major topics in Brian's book and what his motivations were behind deciding to become a…

1
Against 'Die with Zero' 36:40

2y ago36:40

36:40

In this episode, I delve into optimizing life while leaving a meaningful legacy. I critique the "Die With Zero" concept, popularized by Bill Perkins and others. Perkins stresses intentional living by managing time, wealth, and health effectively, but at the expense of family wealth and legacy. I also explore the societal shift towards individualism…

1
#201: Ancova <> AEGIS Merger - Bryan Sansbury 1:13:19

2y ago1:13:19

1:13:19

This episode's guest is Bryan Sansbury the CEO of AEGIS Hedging. If you haven't heard the news, AEGIS recently acquired my energy company Ancova. This was a massive life event for me and my co-founder. We started the business 10 years ago as a bootstrapped advisory business that transformed into a commodity marketing and technology firm that disrup…

1
Building Generational Wealth: A Catholic Perspective w/ Dorian Antešić 1:00:28

2y ago1:00:28

1:00:28

In this episode of The Reformed Financial Advisor podcast, I explore the topic of family wealth from a Catholic perspective. My guest is Dorian Antešić, a finance professional and Croatia's Catholic bitcoiner. We discuss his graduate school thesis on family wealth, Bitcoin, how Tucker Carlson said inheritance is a huge problem, a Benedictine monast…

1
#200: Wellings Capital - Paul Moore 49:29

2y ago49:29

49:29

This episode's guest is Paul Moore with Wellings Capital. Paul is a seasoned entrepreneur and has started companies across multiple industries. Paul has a ton of real estate experience and has written multiple books on different asset classes in the space. This episode we discuss Paul's journey as an entrepreneur. We talk about the raw land develop…

1
#199: Scissortail Pipe - Cody Spaulding 57:49

2y ago57:49

57:49

This episode's guest is Cody Spaulding the founder of Scissortail Pipe. Cody is a local OKC guy and an oilfield entrepreneur. He cut his teeth working for a larger oilfield service company, then eventually went out on his own and built a pipe brokerage business. This episode we discuss Cody's path to entrepreneurship and the lessons he learned from…

1
#198: Uranium, Oil & Gas, Commodities - Scott Willis 1:01:03

2y ago1:01:03

1:01:03

This episode's guest is Scott Willis with Grizzle. Grizzle is a media driven investment firm that provides research and investment products for its clients. Scott's company has leaned hard into social media content to provide value for their clients. This episode we do a deep dive into the Uranium markets and how Grizzle sees different opportunitie…

1
#197: Peony Lane Wine - Ben Justman 1:01:49

2y ago1:01:49

1:01:49

This episode's guest is Ben Justman, the founder of Peony Lane Vineyards. Ben is making some amazing wine using natural processes at the highest winemaking elevation in the country. He is also accepting Bitcoin for the sale of his products and utilizing the circular economy of Bitcoin for everyday transactions. This episode we discuss what lead Ben…

1
The Freedom to Have an Opinion | Isaiah Douglass 58:49

2y ago58:49

58:49

I have a wonderful conversation with fellow Financial Advisor, Isaiah Douglass. We discuss: Building online Joining Swan Private Client Andy hates soccer/Isaiah likes soccer COVID breaking our brains How FAs simp for inflation Bitcoin and the american dream Episode page: www.simplewealthkc.com/post/the-freedom-to-have-an-opinion-isaiah-douglass Sub…

1
#196: Techvestor STRs - Taylor Jones 1:02:29

2y ago1:02:29

1:02:29

This episode's guest is Taylor Jones with Techvestor, a large scale vacation home short term rental fund. Taylor is always posting some amazing STR content on Twitter showing his company's properties and the strategies they use to scale a fast growing STR fund. This episode we discuss what Taylor looks for in a market before investing in short term…

1
"Bitcoin Monasteries" & Reclaiming the American Dream | Pablo Peniche 54:46

2y ago54:46

54:46

I get into a wide ranging discussion with self-described techbro, Pablo Peniche. We discuss: Dropping out of college 3 times A vision for how Catholic monasteries could adopt bitcoin Obsessing over great cultures of the past without larping Peter Thiel's progress & decline thesis Gatsby, Elon, and fostering better elites The Sovereign Collective > …

1
#195: Where Green Meets Red - Daniel Turner 59:01

2+ y ago59:01

59:01

This episode we have returning guest Daniel Turner, the founder of Power the Future. Daniel is always great to have on the podcast and discuss the craziness going on with our energy policy decisions. This episode we dive into multiple topics related to the ironically named Inflation Reduction Act, and how green energy policies are hurting the Ameri…

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