TIP529: Joel Tillinghast & Uncovering the Art of Outperformance

TIP529: Joel Tillinghast & Uncovering the Art of Outperformance

On today’s episode, Clay Finck reviews Joel Tillinghast’s book, Big Money Thinks Small, and does analysis on two companies built around acquisitions - Brown and Brown Insurance and Constellation Software. Joel is an incredible long-term investor as he has consistently outperformed the market and currently manages around $70 billion at Fidelity. Peter Lynch, who hired Joel at Fidelity, has described Joel as “one of the greatest, most successful stock pickers of all time.” IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 06:04 - Why some level of speculation is required in every investment. 08:07 - What speculations are acceptable in Joel Tillinghast’s conservative investment approach. 10:34 - What you need to understand about a company prior to investing. 13:02 - Why Tillinghast avoids investing in gold. 20:20 - Why investing in countries with the fastest GDP growth rate isn’t a wise investment strategy. 29:52 - Clay’s insights into two acquisition-focused companies - Brown and Brown Insurance and Constellation Software. 37:27 - Why Constellation Software may be worth further investigation for stock pickers interested in high quality businesses. Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences. BOOKS AND RESOURCES Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, and the other community members. Joel Tillinghast’s book Big Money Thinks Small. Newsletter: The Risks in Owning Chinese Equities. Listen to Trey’s Interview with Josh Young Covering Oil, or watch the video. Chris Mayer’s blog post on Constellation Software. Check out Clay’s episode covering legendary British Investor Terry Smith. Watch the video here. Don’t miss our review of Four Wide Moat Stocks for 2023. Watch the video here. Follow Clay on Twitter. NEW TO THE SHOW? Check out our We Study Billionaires Starter Packs. Browse through all our episodes (complete with transcripts) here. Try our tool for picking stock winners and managing our portfolios: TIP Finance Tool. Enjoy exclusive perks from our favorite Apps and Services. Stay up-to-date on financial markets and investing strategies through our daily newsletter, We Study Markets. Learn how to better start, manage, and grow your business with the best business podcasts. SPONSORS Support our free podcast by supporting our sponsors: River Toyota Range Rover Fundrise AT&T The Bitcoin Way USPS American Express Onramp SimpleMining Public Vacasa Shopify HELP US OUT! Help us reach new listeners by leaving us a rating and review on Apple Podcasts! It takes less than 30 seconds, and really helps our show grow, which allows us to bring on even better guests for you all! Thank you – we really appreciate it! Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm Learn more about your ad choices. Visit megaphone.fm/adchoices Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm

Jaksot(1174)

TIP784: History's Biggest Market Bubbles w/ Clay Finck

TIP784: History's Biggest Market Bubbles w/ Clay Finck

In this episode, Clay reviews Devil Take the Hindmost by Edward Chancellor and explores three of the most infamous market bubbles in financial history: the South Sea Bubble of 1720, the Railway Mania ...

16 Tammi 1h 2min

BTC257: Bitcoin Mastermind Q1 2026 w/ Jeff Ross, Joe Carlasare, and American HODL (Bitcoin Podcast)

BTC257: Bitcoin Mastermind Q1 2026 w/ Jeff Ross, Joe Carlasare, and American HODL (Bitcoin Podcast)

The Bitcoin mastermind group explores geopolitical tensions, including a potential U.S. response to Taiwan's defense and Venezuela’s strategic oil reserves. They analyze the revolutionary impact of AI...

14 Tammi 1h 20min

TIP783: What the Market Missed: Prem Watsa and One of the Greatest Records in Business w/ Kyle Grieve

TIP783: What the Market Missed: Prem Watsa and One of the Greatest Records in Business w/ Kyle Grieve

Kyle Grieve breaks down how Prem Watsa and Fairfax Financial compounded for decades through disciplined value investing, insurance float, and resilient capital allocation. IN THIS EPISODE YOU’LL LEA...

11 Tammi 1h 8min

TIP782: The Search for Mispriced Stocks w/ Clay Finck

TIP782: The Search for Mispriced Stocks w/ Clay Finck

In this episode, Clay reviews the book Hidden Investment Treasures by Daniel Gladiš and explores how the rise of passive investing has created growing inefficiencies in today’s market. IN THIS EPIS...

9 Tammi 1h 1min

TECH012: Monthly Tech Roundup – Data Centers in Space, AI5 Chip, Tesla vs. Waymo w/ Seb Bunney (Tech Podcast)

TECH012: Monthly Tech Roundup – Data Centers in Space, AI5 Chip, Tesla vs. Waymo w/ Seb Bunney (Tech Podcast)

Preston and Seb unpack AI’s implications for safety, governance, and economics. They debate AGI risks, corporate centralization, Bitcoin's regulatory role, and Elon Musk’s ventures in space and autono...

7 Tammi 1h 10min

TIP781: My Portfolio & Current Market Conditions w/ Clay Finck & Stig Brodersen

TIP781: My Portfolio & Current Market Conditions w/ Clay Finck & Stig Brodersen

In this episode, Stig Brodersen sits down with Clay Finck to reflect on Clay’s portfolio decisions, investment philosophy, and personal evolution as an investor. Clay walks through the rationale behin...

4 Tammi 1h 27min

TIP780: Top Stocks for 2026 w/ Shawn O'Malley, Daniel Mahncke, & Clay Finck

TIP780: Top Stocks for 2026 w/ Shawn O'Malley, Daniel Mahncke, & Clay Finck

Clay is joined by Shawn O’Malley and Daniel Mahncke to share their top stock ideas for 2026. Shawn is pitching Exor N.V. ($EXO), Daniel is pitching Mercado Libre ($MELI), and Clay is pitching Meta ($M...

2 Tammi 1h 32min

TECH011: The History of AI and Chatbots w/ Dr. Richard Wallace (Tech Podcast)

TECH011: The History of AI and Chatbots w/ Dr. Richard Wallace (Tech Podcast)

Dr. Richard Wallace, creator of ALICE and AIML, shares his journey from 1990s chatbot innovation to today’s AI frontiers. He and Preston also explore AI’s learning methods, human vs machine intellig...

31 Joulu 202548min

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