
For years, two of the world's greatest investing minds, Skippy and Doogles, have debated their investing philosophies. They started recording their phone calls to bring that stock market wisdom to the masses. Buckle up, because you never know where these conversations might go, and what kind of priceless investment knowledge will soon hit your mentals.
| Publishes | Weekly | Episodes | 283 | Founded | 5 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | EntrepreneurshipInvestingBusiness | |||

Seed valuations have officially gone off the rails. Skippy and Doogles break down why brand-new startups are raising massive rounds at eye-popping prices. Then, they head to Costco, where a longtime cashier has become a millionaire the old-fashioned ... more
Doogles covers Polymarket’s alleged influencer ad mess, including fake bets and fake wins. Then they crack open SoftBank’s shareholder deck, featuring golden eggs, goose value, and possibly the most bizarre visual explanation of alpha ever presented ... more
This is a quick-hit episode that connects World Cup Taco Bell tourism, inheritance drama, remote work rage, Syracuse’s enrollment problem, Dave Ramsey’s questionable credit card math, and why everyone feels broke while the stock market keeps minting ... more
We break down the math behind a $400K college decision, comparing Ivy League prestige, flagship state schools, trade school, and the emotional pull of “dream school” thinking. Along the way, we hit SpaceX IPO mania, wild price-to-sales ratios, US soc... more
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Worth listening for smart investment advice.
I’ve just recently become a listener of this weekly pod and guarantee you’ll laugh while learning about the world of investing. These two are fun and Cracker Jack smart with some varying strategies that don’t always align with one another. They obviously share a deep and respectful friendship. You may even learn a tip or two on how to honestly communicate from differing vantage points and life experiences. Look for gold nuggets as you listen.
Well worth the listen for these reasons: 1. They read all the things you don’t have time for and provide succinct cliff notes with critical analysis. B) Skippy and Doogles let you in to the conversation you wish you could have with your own friends, but unfortunately your own friends are just not that intelligent. 3. Relevant topics, entertaining, and very easy to listen to. Keep it up gentlemen, great show.
These podcasts are a great mix of all things investing; history of, political influence on, economics, real-world experience, data & insights from the industry. And oh yea, banter.
Very intelligent yet digestible content for the common stock market enthusiast. I always appreciate the simple breakdowns of more complex ideas and scenarios. Can’t wait for more great content! Good work!
Key themes from listener reviews, highlighting what works and what could be improved about the show.










Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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Two seasoned investing minds trade sharp, entertaining analysis on value, growth, and market psychology, mixing data-driven critique with playful banter. Episodes cover high-level valuations, IPO dynamics, private markets, AI disruption, and long-horizon strategy, often contrasting conviction with discipline. Guests are rare, but the hosts' chemistry and approachable, hypothesis-driven debate make complex topics feel actionable for retail and professional investors alike. Noteworthy is a consistent emphasis on staying skeptical of hype, balancing quantitative rigor with real-world anecdotes, and weaving pop culture into Investment conversations. Potential listeners who enjoy rigorous yet informal stock discussions, contrarian takes, and pra... more
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Skippy and Doogles Talk Investing launched 5 years ago and published 283 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Skippy and Doogles Talk Investing include:
1. Jessica Riedel
2. Jeff Horning
3. Lee Roach
4. Jim Simons
5. Seth Klarman
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