Invest
How to Build a Winning Stock Portfolio (for Yourself)
By The Fifth Person  •  May 6, 2026
In this roundtable, we discuss how to build a stock portfolio that actually fits you — because what works for one investor may not work for another. We break down the different types of stocks investors can own and explore how you might allocate them within a portfolio. We also dive into diversification vs. concentration, how many stocks are enough, position sizing, rebalancing, and when it may make sense to sell your positions. All this and more in our latest episode! 00:00 Intro 00:47 Knowing yourself 04:40 Types of stocks 10:32 Allocation 13:20 Rule of 100 15:37 Concentrated portfolio? 21:35 Number of stocks 25:38 Position sizing 28:10 Rebalancing 📧 THE FIFTH PERSON NEWSLETTER - Subscribe for Free Exclusive Webinars and More! https://fifthperson.com/newsletter/ 📖 FREE EBOOK - A Quick-start Guide to Winning the Game of Stocks https://fifthperson.com/ebook/ 💻 FREE TRAINING WEBINAR - How to build a profitable income portfolio https://TheIncomeStrategy.com Here are a few more investing tips and tutorials to help you out: 💵 HOW TO INVEST IN DIVIDEND STOCKS https://www.youtube.com/watch?v=AjpiAx3j8L0 🏢 HOW TO INVEST IN REITS https://www.youtube.com/watch?v=qEzy7HFoEeA 🏖️ HOW TO GROW YOUR CPF FOR RETIREMENT https://www.youtube.com/watch?v=bvZ3uH0FA0Q 📄 HOW TO READ A FINANCIAL REPORT https://www.youtube.com/watch?v=m4WqlILejKs
📊 Get more investment insights, tips, and company analysis from our blog (100% free). https://FifthPerson.com 🎙️Also on Spotify: https://podcasters.spotify.com/pod/show/the-fifth-person...
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By The Fifth Person
The Fifth Person believes in spreading a message that financial literacy and sound investment knowledge can help people around the world achieve financial independence and lead better lives for themselves and their loved ones.
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