On today’s episode, Kyle Grieve breaks down the contrarian investing philosophy of Anthony Bolton, revealing how he consistently outperformed the market by combining sentiment analysis, in-depth fundamental research, and a flexible yet disciplined portfolio strategy.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
03:27 - The traits Bolton observed in the best fund managers.
04:55 - Why incomplete knowledge can be a strength.
06:56 - A simple method for conviction-based portfolio reviews.
11:48 - What to do when your investments aren't working.
16:05 - The role of sentiment in Bolton’s investing edge.
22:40 - How to spot and avoid artificial conviction.
29:14 - Using bond prices to assess business risk.
31:18 - Why controlling your destiny matters in business.
35:45 - Insights Bolton gained from meeting company management.
01:00:45 - Three big mistakes—and what they taught him.
And so much more!
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
BOOKS AND RESOURCES
- Join Clay and a select group of passionate value investors for a retreat in Big Sky, Montana. Learn more here.
- Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, Kyle, and the other community members.
- Read Investing Against The Tide here.
- Follow Kyle on X and LinkedIn.
- Check out all the books mentioned and discussed in our podcast episodes here.
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