Join Bo DePaoli on "Raw and Relentless," where raw conversations meet relentless pursuit of truth. Dive deep into the worlds of business, investment, fitness, and more with industry leaders, savvy entrepreneurs, and fitness experts. This podcast is your go-to resource for uncovering the unfiltered truths and practical insights that can drive success in every aspect of life. Whether you're an aspiring entrepreneur, a seasoned investor, or someone passionate about personal growth, "Raw and Relentless" offers the candid stories and expert advice you need to thrive. Tune in and discover how to navigate the challenges, seize the opportunities, and stay relentless in your pursuit of excellence.
Join Bo DePaoli on "Raw and Relentless," where raw conversations meet relentless pursuit of truth. Dive deep into the worlds of business, investment, fitness, and more with industry leaders, savvy entrepreneurs, and fitness experts. This podcast is your go-to resource for uncovering the unfiltered truths and practical insights that can drive success in every aspect of life. Whether you're an aspiring entrepreneur, a seasoned investor, or someone passionate about personal growth, "Raw and Relentless" offers the candid stories and expert advice you need to thrive. Tune in and discover how to navigate the challenges, seize the opportunities, and stay relentless in your pursuit of excellence.
Episode 69:
Most people settle for 8% returns and call it smart. That’s exactly how Wall Street keeps you small. In this episode of Raw & Relentless, Bo DePaoli sits down with Jaden Sterling, ex-Wall Street pro turned multimillionaire, who reveals the 30% investing play that rewrites the rules. Jaden breaks down how he built wealth across stocks and real estate using a repeatable system anyone can run: sell covered calls every Monday, get paid every Friday, and stop depending on brokers who clip 2–3% off your future.
Inside you’ll hear:
💥 How to earn 1.5–2% every week while holding quality stocks💥 Why “diversification” is Wall Street’s favorite pacifier
💥 The self-directed IRA strategy the rich quietly use
💥 How he bought apartment buildings with zero cash down using his IRA
💥 The mindset shift from “saving money” to building wealth
Jaden also shares how his AI assistant “Finley” helps regular people pick stocks in two clicks, and why the real risk isn’t losing money, it’s staying average.
This isn’t day-trading hype. It’s a blueprint for earning while you hold and building freedom faster than the system wants you to.
Connect with Jaden Sterling:
Website: sterlingstockpicker.com
Instagram: jadensterling