Navigating Momentum Investing and Sponsorship Insights

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.
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