Unconventional Investing Strategies and Portfolio Performance Analysis

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Explore the guest's unique investing strategies including anti-fragility, transparency in track records, and market assumptions, along with insights on outperforming the market. Reflect on the importance of 'Skin in the Game' when giving investment advice, and analyze the speaker's portfolio performance compared to major market indices.

Kyle Grieve chats with Brian Stofell about the crucial role of being transparent with your track record, how to score anti-fragility, managing risk in a portfolio where evaluation isn’t critical, the interplay of narrative and investor sentiment, how to utilize a reverse DCF to find the market's assumptions on growth, investment lessons from Nassim Nicholas Taleb, how to weight probabilities for analyzing the outcome of a stock, and a whole lot more!

IN THIS EPISODE, YOU’LL LEARN:

00:00 - Intro

03:12 - The significance of track record in decision-making processes.

03:50 - The crucial role of having "skin in the game" in various ventures.

08:56 - Insights into Brian's transition towards tech-oriented businesses.

09:13 - Why Brian adds a stock at any price, regardless of valuation, if the business is anti-fragile.

09:13 - The importance of free cash flow when looking at loss-making businesses.

14:30 - How Brian enters a position and how he allows it to earn its way to a higher allocation.

19:57 - Exploring the anti-fragility inherent in specific tech sectors.

37:52 - Why switching costs are so easily identifiable.

40:56 - How to use RDCF to help you better understand the assumptions made about a business.

46:22 - The importance of understanding the relationship between narratives and price.

And much, much more!

*Disclaimer: Slight timestamp discrepancies may occur due to podcast platform differences.

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