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Monitoring the Situation
|
June 17, 2026
Monitoring the Situation - Nebius vs. CoreWeave

Crossroads Capital PM and Founder, Ryan O'Connor, joins Monitoring the Situation for a discussion of the key differences between Nebius and CoreWeave, the leading publicly listed "neoclouds."

Watch Now
Watch Now
Gentleman Speculator
|
June 17, 2025
Gentleman Speculator - Ryan O'Connor - Nintendo, Switch 2, Conviction from Deepwork

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 contrarian thesis, how the business transformation has played out, and what to expect with recent release of the Switch 2. If you enjoy this discussion, I highly recommend going back to listen to my 2020 interview with Ryan and checking out the Crossroads Capital investing letters, both masterclasses in thoughtful equity analysis.

Listen Now
Listen Now
Chit Chat Stocks
|
June 4, 2025
Chit Chat Stocks - On AST SpaceMobile Stock

Ryan O'Connor of Crossroads Capital and Toan from 10West Advisors on AST SpaceMobile Stock (ticker: ASTS). Toan pitched Tesla in 2018, and Ryan pitched Nintendo. Both stocks have crushed the market from then until today. Since both are sharp investors, we wanted to bring them back on to get their perspectives on why they are so bullish on a pre-revenue satellite internet company. What is so special about AST SpaceMobile?

Listen Now
Listen Now
Sunday Idea Brunch
|
February 2, 2025
Idea Brunch with Ryan O'Connor of Crossroads Capital

Welcome to Sunday’s Idea Brunch, your interview series with great off-the-beaten-path investors. We are very excited to interview Ryan O'Connor!

Read More
Read More
Business Breakdowns
|
January 17, 2025
Business Breakdowns - Gaming Consoles Part 3: Nintendo

Ryan O'Connor is the founder of Crossroads Capital. We cover the modern history of Nintendo consoles that started with the NES, what drives consumers to choose the Switch platform over PlayStation and Xbox, and the opportunities to monetize Nintendo's incredible catalog of IP beyond the world of gaming.

Listen Now
Listen Now
The Business Brew Podcast
|
October 26, 2023
The Business Brew - Ryan O'Connor

Ryan O'Connor of Crossroads Capital stops by The Business Brew to discuss Nintendo, inflection investing, and much more.

Listen Now
Listen Now
Acquired
|
April 11, 2023
Nintendo: The Console Wars

In the 1980’s Nintendo was on top of the world, with the NES achieving over 90% market share of home video games globally. So how did they fall ALL the way down to ~10% in just a few short console generations? And how did they then build themselves back up (and down and up again) to the top of the world again? Spoiler: it all hinged on one very small, yet very large and durable platform… the Game Boy. Fire up your favorite portable entertainment device and tune in for the epic story of Nintendo’s fall from grace and journey back to the top — capped off by our robust discussion of where they go from here, and whether this 130+ year old company may still (!) be misunderstood and mis-valued.

Listen Now
Listen Now
Bloomberg
|
October 5, 2020
Nintendo Bulls Betting Switch Can Provide Gaming’s iPhone Moment

With Nintendo Co. stock approaching its all-time high, there are some who see the creator of the Super Mario franchise as approaching a pivotal moment that could turn its flagship Switch into a perpetual gaming platform and break free of the industry’s traditional boom-bust cycle.

Read On
Bloomberg.com
Nintendo Switch Photographer: Kiyoshi Ota/Bloomberg
Read On
Nintendo Switch Photographer: Kiyoshi Ota/Bloomberg
Sunday Idea Brunch
|
February 2, 2025
Idea Brunch with Ryan O'Connor of Crossroads Capital

Welcome to Sunday’s Idea Brunch, your interview series with great off-the-beaten-path investors. We are very excited to interview Ryan O'Connor!

Read More
Read More
Bloomberg
|
October 5, 2020
Nintendo Bulls Betting Switch Can Provide Gaming’s iPhone Moment

With Nintendo Co. stock approaching its all-time high, there are some who see the creator of the Super Mario franchise as approaching a pivotal moment that could turn its flagship Switch into a perpetual gaming platform and break free of the industry’s traditional boom-bust cycle.

Read On
Bloomberg.com
Nintendo Switch Photographer: Kiyoshi Ota/Bloomberg
Read On
Nintendo Switch Photographer: Kiyoshi Ota/Bloomberg
Gentleman Speculator
|
June 17, 2025
Gentleman Speculator - Ryan O'Connor - Nintendo, Switch 2, Conviction from Deepwork

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 contrarian thesis, how the business transformation has played out, and what to expect with recent release of the Switch 2. If you enjoy this discussion, I highly recommend going back to listen to my 2020 interview with Ryan and checking out the Crossroads Capital investing letters, both masterclasses in thoughtful equity analysis.

Listen Now
Listen Now
Chit Chat Stocks
|
June 4, 2025
Chit Chat Stocks - On AST SpaceMobile Stock

Ryan O'Connor of Crossroads Capital and Toan from 10West Advisors on AST SpaceMobile Stock (ticker: ASTS). Toan pitched Tesla in 2018, and Ryan pitched Nintendo. Both stocks have crushed the market from then until today. Since both are sharp investors, we wanted to bring them back on to get their perspectives on why they are so bullish on a pre-revenue satellite internet company. What is so special about AST SpaceMobile?

Listen Now
Listen Now
Business Breakdowns
|
January 17, 2025
Business Breakdowns - Gaming Consoles Part 3: Nintendo

Ryan O'Connor is the founder of Crossroads Capital. We cover the modern history of Nintendo consoles that started with the NES, what drives consumers to choose the Switch platform over PlayStation and Xbox, and the opportunities to monetize Nintendo's incredible catalog of IP beyond the world of gaming.

Listen Now
Listen Now
The Business Brew Podcast
|
October 26, 2023
The Business Brew - Ryan O'Connor

Ryan O'Connor of Crossroads Capital stops by The Business Brew to discuss Nintendo, inflection investing, and much more.

Listen Now
Listen Now
Acquired
|
April 11, 2023
Nintendo: The Console Wars

In the 1980’s Nintendo was on top of the world, with the NES achieving over 90% market share of home video games globally. So how did they fall ALL the way down to ~10% in just a few short console generations? And how did they then build themselves back up (and down and up again) to the top of the world again? Spoiler: it all hinged on one very small, yet very large and durable platform… the Game Boy. Fire up your favorite portable entertainment device and tune in for the epic story of Nintendo’s fall from grace and journey back to the top — capped off by our robust discussion of where they go from here, and whether this 130+ year old company may still (!) be misunderstood and mis-valued.

Listen Now
Listen Now
Monitoring the Situation
|
June 17, 2026
Monitoring the Situation - Nebius vs. CoreWeave

Crossroads Capital PM and Founder, Ryan O'Connor, joins Monitoring the Situation for a discussion of the key differences between Nebius and CoreWeave, the leading publicly listed "neoclouds."

Watch Now
Watch Now

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