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TIP771: Money Masters Of Our Time w/ Kyle Grieve

This episode delves into the enduring wisdom of legendary investors, extracting powerful lessons from their strategies, mindsets, and decision-making frameworks. Host Kyle Grieve draws on John Train’s 'Money Masters of Our Time' to explore how psychological discipline, contrarian thinking, and continuous learning shape long-term investing success.
The discussion highlights Warren Buffett’s 'controlled greed' and deep passion for investing as key drivers of lifelong performance, contrasting it with destructive emotional impulses. Investors are encouraged to seek undervalued, overlooked stocks—like John Templeton did—and adopt a truth-seeking research mindset over confirmation bias. A framework for identifying compounding businesses is presented, emphasizing reinvestment and sustainable growth. The episode outlines four types of events that create attractive entry points in quality companies, such as leadership changes or temporary setbacks. Strategies for emerging markets, inspired by Jim Rogers and George Soros, stress firsthand research and incremental position-building. The importance of periodic portfolio reviews and reluctance to sell winners prematurely is emphasized, along with using metaphors and tracking positions to identify future outperformers through industry monitoring and competitive analysis.
06:10
06:10
Controlled greed and fascination with the investing process are key to Buffett's success
10:30
10:30
Starting to invest at 11 was a key advantage for Buffett
16:39
16:39
Changing the CEO was the fix for Disney's turnaround
24:07
24:07
Philip Fisher insisted on finding businesses for long-term holding, not just good investments
27:36
27:36
Well-managed winning enterprises are the most conservative investment
43:00
43:00
An investor should assess a country's real economic performance, currency convertibility, and global perception before investing.
49:41
49:41
Soros compounded money at 33% per annum for 29 years through speculative positioning and strategic scaling.
55:17
55:17
Investors should reappraise their holdings every six to twelve months to stay aligned with current realities.
1:01:42
1:01:42
Portfolio managers, like zebras, move in herds to avoid risk but may miss better opportunities on the periphery.
1:02:09
1:02:09
Small companies benefit from market inefficiencies that allow long-term outperformance.
1:12:31
1:12:31
Avoid fixating on 100-baggers; focus on good businesses with realistic growth potential