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…

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 …

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

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

In this episode of the Moonlight Graham Show, we turn our focus to a special kind of underdog – the often overlooked yet crucially important football kicker. Our guest, Keith Duncan, a former Iowa walk-on kicker known for his game-winning field goal against Nebraska, joins us to share his unique perspective on the sport. The inspiration for this ep…

On this episode of the Moonlight Graham Show, we're bringing back a true original, one of our very first guests who embodies the underdog spirit, Jack Brownlee. As the pivotal point guard who led Fort Dodge St. Edmond to a historic state championship victory in 2000, Jack is no stranger to overcoming odds and exemplifying what it means to be a Moon…

This week on the Moonlight Graham Show, we're reconnecting with a guest whose story captures the essence of athletic versatility and the relentless pursuit of greatness. Sean Johnson, a towering former baseball player turned World Long Drive competitor, joins us to discuss his incredible ascent in the sport of long drive golf. Sean's athletic prowe…

This week on the Moonlight Graham Show, we delve into the story of Brady Ross, a former Iowa Hawkeye fullback whose journey and character perfectly capture the essence of what this show and Iowa Hawkeye football are all about. Ross, who joined the Iowa program as a walk-on and transitioned from linebacker to fullback, truly embodies the role-player…

On this week's episode of the Moonlight Graham Show, where we spotlight the unsung heroes and unforgettable tales of sports, we're thrilled to bring you a story of resilience, talent, and dreams. Meet Peter Jok: an Iowan with roots in Sudan, a basketball prodigy, and now, an Olympic hopeful. Peter's journey is nothing short of inspiring. Hailing fr…

Today, the pod delve into one of the most baffling sports records ever witnessed: the Minnesota Twins' staggering 18-game postseason losing streak spanning 19 years across eight postseason appearances. Remarkably, this streak stands unmatched in the annals of American professional sports history. For context, the Detroit Pistons hold the NBA's long…

Driving straight into golf's heartland, the Moonlight Graham Show tees up an unexpected tale where Iowa takes center stage in the golfing world. Drawing on these unexpected links, Tim delves deep into the significant Iowa presence in two of golf's most esteemed events: the Ryder Cup and the Walker Cup. Despite its seemingly unimpressive golfing his…

Once a rare novelty, vanity plates have become increasingly ubiquitous, especially in the heart of Des Moines. In a region divided by the fierce Cy-Hawk rivalry, the vehicular battle is real, with Hawkeye and Cyclone fans using their cars as an extension of their team pride. This pod isn't just about numbers and letters on reflective aluminum, thou…

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…

This week on the Moonlight Graham show, we shine the spotlight on one of Iowa’s most distinguished high school baseball coaches - Michael Barta. Not even 40 and already a name to reckon with, Barta has led teams to an impressive five state championships. Our discussion dives deep into Barta's monumental achievement of turning Johnston High School, …

In this episode of the Moonlight Graham Show, we're thrilled to welcome back one of our most beloved Moonlighters, Big Ben Meyer, affectionately known as "Mr. Grandview." A fan favorite from the early days of the podcast, Ben returns to share his unique and often amusing insights. With Iowa and Iowa State week in full swing, Tim and Big Ben dive de…

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 > …

Tim sits down with Coach Tom Wilson as he prepares for the 2023 Dowling Catholic football season.

I have a conversation with Mike Marion about the anti-war movement and the great Ron Paul, before we shift into a celebration of recording artist John Mayer. Mayer is one of the essential artists of the last 20 years, comparable to my muse, Jack White, and someone we can learn from too. Episode page - www.simplewealthkc.com/post/john-mayer-is-proba…

In this episode of the Moonlight Graham show, the spotlight shines on Robert Etzel, a nonagenarian who once played a short-lived professional baseball season back in 1955. With a record of 19 games, Robert might not have made a significant mark statistically, but his story and connection to the small town of Fort Dodge, Iowa make him a compelling g…

Two Moonlighters, Two Aces. One heck of a story.

My descent into bitcoin madness happened gradually, then suddenly. I comment on the books that I read on my way from agnostic to bitcoin maximalist. Books discussed: The Church and the Market - A Catholic Defense of the Free Economy - Thomas E Woods Jr. You Can Be a Stock Market Genius - Joel Greenblatt The Driver - Garet Garrett The Bitcoin Standa…

In this heartwarming episode, Tim shares his unique perspective from the sidelines as he, yet again, carries the bag for repeat guest and underdog golfer Sam Meuret. The duo rehash their journey through the U.S. Open Local Qualifier held at Glen Oaks Country Club in West Des Moines, offering listeners a glimpse of competitive golf from the eyes of …

After a 5 month hiatus the podcast returns to talk baseball and to jumpstart the 14th season of the best underdog podcast in the universe!

Warren Buffett says to read 500 pages a week. Yet The Atlantic recently reported that kids aren't "following in love with reading" anymore... what gives? Brian O'Leary joins me to launch a sermon on the value of reading right now and then we launch into our list. Books discussed: The Crusades - Thomas Asbridge Capone The Franco Regime - Stanley Pay…

Andy Flattery does a solo mixtape episode commenting on the Coen Brothers' "Hail, Caesar!," the craftsmanship of Tally Ho Yacht restoration project, and Fr. Paul Scalia's lecture on leisure, the basis of culture. In making these connections he attempts to unpack the tension between workaholism, the dignity of work, diligence, and sloth. Episode pag…

Trey Sellers of Unchained and Andy Flattery discuss how bitcoin relates to the Financial Independence Retire Early (FIRE) movement. Bitcoin allows individuals to hold their wealth in money itself rather than subpar assets like real estate, stocks, bonds, or gold. Sellers explains that the demonetization of assets occurs when traditional money loses…

Andy Flattery & Prince Filip Karađorđević discuss the history of his storied family dynasty, dating back over two centuries, life as a royal in exile, and the promise that he sees in the Serbian people today. Filip explains why he supports bitcoin and the hope he has in leaving a family legacy for his son. Guest: HRH Prince Filip, Hereditary Prince…

Let's talk about real life boiler room stories with Wall Street veteran Chris Rossi. Show notes: https://simplewealthkc.com/confessions-of-a-stockbroker--chris-rossi-podcast/ Subscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by An…

This week we are sending out dreams of spring and early tee times on the weekend. Tim sits down with Nate McCoy to talk all things golf and life after you start carrying your own bag. The former Cyclone and pro golfer shares his perspective on the game, his career, and his decision to make a career in golf without the clubs in his hands. Nate McCoy…

I used to work with a regular joe who accumulated and held the same stock for decades, amassing a small fortune. His crutch- no brokerage accounts. Instead, he kept the stock certificates secured in safety deposit boxes.. Cold storage! In this episode, I unpack Chris Mayer's modern classic "100 Baggers" and consider bitcoin in light of the book's p…

Every Iowa sports fan knows the reputation of Harlan Community High School. The Harlan Cyclones are known far and wide for their success in every sport. Coach Bladt and the football program built a foundation of success that the entire community rests on. There is a lot of pride in the school colors and full bleachers whenever they take the field o…

Much of the Moonlight Graham Show has been about telling the stories of former athletes. We have spent 274 episodes looking back on glory days and telling the stories that either made the highlights or shaped the person in the jersey. But this week, we look at a sport that is bringing athletes back to life while it grows on a national stage. Pickle…

Every listener to this podcast knows that a game of catch is rarely just a game of catch. Playing catch is an opportunity to connect with someone, whether you spend that time in conversation or just listening to the pop of the ball hitting the leather. Few understand this more than this week’s guest, Kevin Negaard. Negaard’s journey is nearing his …

This week’s Moonlighter is an underdog, but the hardwood he plays on is more likely to be found on a stage than on a basketball court. Like most of our guests, he is a former athlete, but unlike many of our guests, he walked away from the game instead of the other way around. Griffin House has spent the last 20+ years with a guitar in his hands, re…

In the final episode of 2022, I unveil the most downloaded episodes of The Reformed Financial Advisor this year, read the BOOSTS, share my favorite podcasts, and shill a few book, youtube, and music recommendations. Merry Christmas & Happy New Year! Twitter thread on the most downloaded episodes of 2022: https://twitter.com/andyflattery/status/1609…

The college basketball season is about to hit full swing. A lot of the attention in Iowa is on the Hawkeyes and the Cyclones and where they might fall in the top 25. But, lucky for us, we also have two top-tier Missouri Valley Conference teams in the state. Almost every February, there is talk about how many of our big 4 teams can get into the tour…

Role players come in all shapes and sizes. And sometimes, they have to change their shapes and sizes to fit their roles. So as you fill up on Christmas goodies and homecooked meals, just pretend you are getting yourself ready for a new challenge. Ryan Harklau went from being a 3 sport star at Humboldt High School to working through the dark days of…