Millennial Investing
Hosted by Millennial Investing
A podcast from The Investor's Podcast Network where hosts break down the philosophies and portfolios of famous investors like Mohnish Pabrai and Peter Thiel.
This show operates in two distinct formats. The most frequent is a solo-host analysis by Shawn O'Malley, who synthesizes and explains the core concepts from famous investors' books, letters, and careers. The other format is a conversational roundtable where O'Malley, Clay Finck, and Kyle Grieve reflect on their own evolution as investors, discuss market conditions, and share their portfolio-building processes.
“The show's primary distinction is its 'book report for investors' style, where Shawn O'Malley dedicates entire episodes to summarizing the key takeaways from figures like Peter Thiel or Mohnish Pabrai. It also leverages its connection to The Investor's Podcast Network by using clips from other shows to frame discussions. [xhV6aKzbkVA]”
Who hosts this show
Millennial Investing is a weekly podcast from The Investor’s Podcast Network, which has been producing financial content since 2014. The show is primarily hosted by Shawn O’Malley, who provides solo deep dives into the strategies of legendary investors and analyses of influential business books. He is sometimes joined by co-hosts Clay Finck and Kyle Grieve for roundtable discussions on their own investment journeys and market analysis. The show aims to guide investors on how to grow financially and personally by studying the lessons of successful investors and entrepreneurs.
Credentials & credits
- Shawn O'Malley: President of The Investor's Podcast, BSBA in Finance and Entrepreneurship from Elon University, former associate at S&P Global's Market Intelligence division.
- Kyle Grieve: Podcast Host, value investor, author, and manager of his family portfolio.
- Clay Finck: Former Host at The Investor's Podcast Network (joined in 2021).
Other ventures
- The Investor's Podcast Network (Parent Company)
- The Investor's Podcast (Formerly We Study Billionaires)
- The Intrinsic Value Podcast
- The Intrinsic Value Mastermind (Community)
What kind of podcast
- Country
- United States
- Region
- usa
When new episodes drop
- 01What It Means to Have Skin in the Game w/ Clay Finck & Kyle Grieve (MI384)Dec 30, 2024 · 1h 19m
- 02Zero to One: Lessons From Peter Thiel w/Shawn O’Malley (MI383)Dec 23, 2024 · 48 min
- 03Investment Wisdom: Lessons from Mohnish Pabrai w/ Shawn O’Malley (MI382)Dec 16, 2024 · 48 min
- 04Joel Greenblatt: Behind the Magic Formula w/ Shawn O’Malley (MI381)Dec 9, 2024 · 47 min
- 05The Best Stocks Hiding In Plain Sight w/Shawn O’Malley (MI380)Dec 2, 2024 · 42 min
- 06John Huber's Philosophy for Long-term Quality Investing w/ Shawn O'malley (MI379)Nov 25, 2024 · 48 min
- 07Martin Whitman: The Aggressive Conservative Investor w/ Shawn O'Malley (MI378)Nov 18, 2024 · 47 min
- 08The Corporate Life Cycle: Lessons From Aswath Damodaran w/ Shawn O’malley (MI377)Nov 11, 2024 · 49 min
Notable episodes
- 01Investment Wisdom: Lessons from Mohnish Pabrai w/ Shawn O’Malley (MI382)
A prime example of the show's solo-host format, breaking down a famous investor's core principles like 'cloning' and the importance of holding winners.
- 02Zero to One: Lessons From Peter Thiel w/Shawn O’Malley (MI383)
Demonstrates the show's ability to distill a well-known business book into actionable lessons for investors, focusing on concepts like monopoly and contrarian thinking.
- 03What It Means to Have Skin in the Game w/ Clay Finck & Kyle Grieve (MI384)
Showcases the podcast's other format: a reflective roundtable where the hosts discuss their own growth and investment processes.
What you'll be asked on this show
While the predominant format is solo-host narrative, the show does conduct interviews, often with its own co-hosts. In these cases, the style is a reflective roundtable. The host, Shawn O'Malley, may use clips from past episodes to frame new questions and get an updated perspective on a topic. [xhV6aKzbkVA] He uses personal observations about his co-hosts to create a conversational, peer-to-peer dynamic rather than a formal Q&A. [xhV6aKzbkVA] The questions focus on the evolution of their investment philosophy and the specifics of their research process. [xhV6aKzbkVA]
Recent episodes are predominantly solo-narrative deep dives hosted by Shawn O'Malley, breaking down a single investor's philosophy or a business book's core ideas. [WobPxfqzpz0, 8dUOChCMsew] Less frequently, the show features a multi-host roundtable discussion that is more conversational and reflective, with hosts interviewing each other. [xhV6aKzbkVA]
Questions Millennial Investing keeps coming back to
4 cataloguedIf you're going on this show as a guest, expect some version of each of these. Each note explains when Millennial Investing reaches for it.
personal
1- Q.01
“How have you evolved as an investor since you started hosting the podcast?”
This question is used to open reflective, roundtable-style episodes with the show's own hosts.
mindset
2- Q.01
“Do you still think we're in an 'everything bubble' and how do you handle your nerves?”
The host asks this after playing a clip from a past interview to see how a guest's macroeconomic views have changed.
- Q.02
“What important truth do very few people agree with you on?”
The host analyzes this as Peter Thiel's signature question, used to identify contrarian and original thinking.
process
1- Q.01
“How do you build out your portfolio of obscure stocks over time?”
This process-oriented question is asked to understand the practical steps a guest takes after identifying a potential investment.
Signature segments
- · Solo-host deep dives on a single investor or book
- · Roundtable reflections with co-hosts
- · Analysis of investor philosophies (e.g., Mohnish Pabrai, Peter Thiel)
- · Use of archival clips from other TIP Network shows
Topics covered repeatedly
Who gets booked here
The show has two guest modes: it either features its own co-hosts (Clay Finck, Kyle Grieve) for internal roundtable discussions or, as the channel description suggests, it interviews established investors, experts, and successful entrepreneurs.
- Clay Finckon What It Means to Have Skin in the Game w/ Clay Finck & Kyle Grieve (MI384)
- Kyle Grieveon What It Means to Have Skin in the Game w/ Clay Finck & Kyle Grieve (MI384)
Where to find this show
Audience & reach
The podcast features host-read sponsorships from companies in the investment and finance space, such as the real estate investment platform Fundrise. [WobPxfqzpz0, 8dUOChCMsew]
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
Pitch Millennial Investing
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People also ask
- Who are the hosts of Millennial Investing?
- The primary host is Shawn O'Malley, who is also the President of The Investor's Podcast Network. He is often joined by co-hosts Kyle Grieve and, formerly, Clay Finck.
- What is the format of the show?
- The show alternates between two main formats: solo-host deep dives by Shawn O'Malley on specific investors or books, and roundtable discussions with his co-hosts about their own investment strategies and market views.
- Is this podcast still active?
- Yes, the podcast releases episodes on a weekly basis, as of late 2024.
- Is this show part of 'We Study Billionaires'?
- Both 'Millennial Investing' and 'The Investor's Podcast' (formerly 'We Study Billionaires') are part of The Investor's Podcast Network. They are separate shows but share hosts and an overarching investment philosophy.
- Where can I listen to the podcast?
- The podcast is available on YouTube and major podcast platforms like Apple Podcasts and Spotify.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
- [01]Millennial Investing - The Investor's Podcast Networktheinvestorspodcast.com
- [02]Our Team - The Investor's Podcast Networktheinvestorspodcast.com
- [03]The Investor's Podcast Network (Main Site)theinvestorspodcast.com
- [04]The Intrinsic Value Podcast - TIP Networktheinvestorspodcast.com
- [05]My Investment Philosophy w/ Clay Finck - The Investor's Podcast Networktheinvestorspodcast.com
- [06]How experienced value investor Kyle Grieve uses Sharesightsharesight.com
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