In this milestone 200th episode of Investing Unscripted (yes, the last episode was an April Fool's joke!), we tackle a question that plagues many investors: how many individual stocks should you actually own? We debate the merits of a heavily concentrated portfolio versus broad diversification, especially during periods of market uncertainty. We also unpack the psychological dangers of blindly adding to your winners and why it's crucial to adapt your investing strategy as your personal financial goals change over time.

03:13 Spotify Ratings Challenge

05:04 How Many Stocks

06:30 Concentration vs Diversification

09:06 Is This More Uncertain

14:11 Should Uncertainty Change Holdings

15:48 Jason Reframes Portfolio Size

21:25 Portfolio Size Debate

23:55 Conviction Versus Bias

26:58 Averaging Up Winners

28:42 Kinsale Capital Case

32:59 Watchlist FOMO Trap

34:48 Concentration And Time

40:05 Automate When Anxious

43:15 Humility And Evolving

Companies mentioned: AAPL, AMZN, CDNS, CRWD, DFH, GE, JRVR, KNSL, MSFT, NVDA, S, SNPS, TOST, TTD

Find where to listen & subscribe,  portfolio contests, and contact information at https://investingunscripted.com

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Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube

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