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Gentleman Speculator

Andrew Flattery
Nintendo
Home Alone
Elon Musk
Nintendo Switch 2
Independent Publishing
Video Games
The Boys Book Of Adventure Anthology
Pulp Fiction
Family

Insights on investing, legacy, and the life well-lived from Andrew Flattery and Flattery Wealth Management, LLC. www.gentlemanspeculator.com

PublishesInfrequentlyEpisodes76Founded6 years ago
Categories
InvestingBusinessEntrepreneurship

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Artwork for Gentleman Speculator

Latest Episodes

Eric Jorgenson is back on the pod to talk about his new book, The Book of Elon, a five-year project distilling Elon Musk’s most useful ideas in his own words. Eric and I talk about why Musk is the greatest living entrepreneur, the recursive logic of ... more

YouTube

I dive into what I’m calling peak America, that is the Peter McAllister (Dad) character from Home Alone. Watching this at age 41 and the movie is now a meditation on what’s worth fighting for. I get into how the McAllister house functions as a ‘castl... more

YouTube

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... more

YouTube

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 ... more

YouTube

Key Facts

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Recent Guests

Eric Jorgenson
Author and researcher familiar with Elon Musk and Naval Ravikant
Self (Book collaborator)
Episode: The Book of Elon
Johann Kurtz
Author of Leaving a Legacy: Inheritance, Charity, & Thousand-Year Families
Author/Scholar
Episode: Johann Kurtz (Becoming Noble) - Leaving a Legacy
Zack Grafman
Author/curator of Based Boys project, publisher collaborator on The Boys Book of Adventure Anthology
Based Boys / The Boys Book of Adventure
Episode: Zack Grafman & Frank Theodat on The Boys Book of Adventure
Frank Theodat
Author/editor, co-creator of The Boys Book of Adventure Anthology
The Boys Book of Adventure
Episode: Zack Grafman & Frank Theodat on The Boys Book of Adventure
Ryan O'Connor
CEO of Crossroads Capital, investment analyst
Crossroads Capital
Episode: Ryan O'Connor - Nintendo, Switch 2, Conviction from Deep Work

Host

Andrew Flattery
Host of a long-running series blending investing wisdom with legacy and family-focused storytelling.

Reviews

4.7 out of 5 stars from 42 ratings
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    Location... more

    Podchaser
    5
    liam7curry
    3 years ago
  • Great podcast!

    This is a great podcast for all things finance today! Andy is incredibly knowledgeable and each of his conversations with guests break down relevant topics by providing valuable insight.

    Apple Podcasts
    5
    maddie@podcastingyou
    United States4 years ago
  • Thanks for listening!

    I am enjoying reading the generous reviews so far (fingers crossed).

    Apple Podcasts
    5
    Andy Flattery
    United States6 years ago
  • It’s about time for a COAH pod

    Fr Mattingly and Dain are naturals at this. The interview with Andrew was inspiring and relatable as a man. Well done!

    Apple Podcasts
    5
    Andy Flattery
    United States6 years ago
  • History, practical wisdom and style

    RFA is one of the great podcasts out there. Andy Flattery brings together knowledge of how to use money as a tool while sharing meaningful insights on how things came to be in the KC area

    Apple Podcasts
    5
    tylerjporter
    United States6 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

High-quality conversations that mix investing with personal growth.
Thoughtful guests and a strong focus on wealth stewardship.
Different take on finance—more about life, legacy, and culture than typical money podcasts.
Knowledgeable, practical finance insights with engaging storytelling.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Gender SkewLocationInterests
ProfessionsAge RangeHousehold Income
Social Media Reach

Frequently Asked Questions About Gentleman Speculator

What is Gentleman Speculator about and what kind of topics does it cover?

This show centers on investing, wealth-building, and living a intentional, legacy-minded life. Episodes frequently explore money as a tool for meaningful outcomes, featuring deep dives into investing frameworks, multi-generational wealth, and personal stories that blend finance with culture and family. Guests span authors, investors, and thought leaders who offer practical strategies, contrarian perspectives, and guidance on stewardship of resources. A notable draw is the host's focus on clear storytelling, practical takeaways, and a blend of financial insight with lifestyle and legacy considerations, making it appealing to listeners who want both wealth-building ideas and a broader view of what a well-lived life can look like.

Two recurri... more

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How many listeners does Gentleman Speculator get?

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What are the audience demographics for Gentleman Speculator?

Rephonic provides comprehensive predictive audience data for Gentleman Speculator, including gender skew, age, country, political leaning, income, professions, education level, and interests. You can access these listener demographics by upgrading your account.

How many subscribers and views does Gentleman Speculator have?

To see how many followers or subscribers Gentleman Speculator has on Spotify and other platforms such as Castbox and Podcast Addict, simply upgrade your account. You'll also find viewership figures for their YouTube channel if they have one.

Which podcasts are similar to Gentleman Speculator?

These podcasts share a similar audience with Gentleman Speculator:

1. Swan Signal Live - A Bitcoin Show
2. What Bitcoin Did
3. All-In with Chamath, Jason, Sacks & Friedberg
4. The Joe Rogan Experience
5. BTC Sessions

How many episodes of Gentleman Speculator are there?

Gentleman Speculator launched 6 years ago and published 76 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Gentleman Speculator?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

Where can I see ratings and reviews for Gentleman Speculator?

Rephonic pulls ratings and reviews for Gentleman Speculator from multiple sources, including Spotify, Apple Podcasts, Castbox, and Podcast Addict.

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How do I access podcast episode transcripts for Gentleman Speculator?

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What guests have appeared on Gentleman Speculator?

Recent guests on Gentleman Speculator include:

1. Eric Jorgenson
2. Johann Kurtz
3. Zack Grafman
4. Frank Theodat
5. Ryan O'Connor

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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