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TIP720: Beating the Market: Bolton’s 28-Year Journey

TIP720: Beating the Market: Bolton’s 28-Year Journey

Episode 1033 Published 9 months, 2 weeks ago
Description

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.
  • Enjoy ad-free episodes when you subscribe to our Premium Feed.


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