In this conversation, Jamie (@riggs), a 40 Year Old Blossom Investor shares his investing journey — from starting in the stock market at just 16 years old to navigating credit card debt, margin borrowing, dividend investing, and eventually transitioning into covered call income strategies. Jamie opens up about: 🟣 How he got into significant credit card debt early on 🟣 Why he initially focused on high-yield dividend stocks 🟣 The strategic shift from blind yield chasing to covered calls 🟣 Using distributions to cover borrowing costs 🟣 The psychological pressure of investing with margin 🟣 Getting hit with a $16,000 capital gains tax bill 🟣 Lessons from real estate vs stock market investing 🟣 Why building a foundation with low-cost index funds matters 🟣 How spending habits impact investment success 🟣 Leveraging credit card rewards to boost ROI 🟣 Why discipline beats aggressive speculation 🟣 Why switching to $XEQT as the core foundation for his portfolio Jamie doesn’t shy away from discussing mistakes — including yield chasing and the risks of borrowing to invest. He explains why income strategies like covered calls must be built on a strong financial foundation and how community platforms like Blossom helped shape his evolving philosophy. If you're interested in dividend investing, covered call ETFs, margin accounts, debt management, financial literacy, or building sustainable income from your portfolio — this episode is sure to entertain you and give you good points to reflect on! https://youtu.be/bOg1THN9iOg
14K views
24 Comments
Richie @donbenito · 5mo
He is interviewing the whole blossom community!! Great job. I like your videos.
Christopher J@cjs033 · 5mo
Way to go Moe and Jamie! Well done. Excellent video! 👍
Twenty-five And Invested@25andinvested · 5mo
Riggs most famous for going full circle XD
Paul @mrwhite007 · 5mo
Are you star struck Mr M? Is this the first celebrity you’ve interviewed?! 😂🤪
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