In this inspiring episode of the Payne Points of Wealth, Ryan sits down with Jimmy Chen—founder and CEO of Propel, the groundbreaking fintech company modernizing America’s social safety net and serving millions of low‑income families each month.

Jimmy shares his remarkable journey from arriving in Kansas City as a four‑year‑old immigrant from China with parents who had just $200, to becoming a Stanford graduate, early product manager at LinkedIn and Facebook, and ultimately the creator of one of the most impactful social‑good tech companies in the country.

You’ll hear:

Jimmy also opens up about the “chip on his shoulder” to succeed, his father’s work ethic, why frugality helped and hindered him, and the music that shaped him as a kid, navigating life in a new culture.

This is a powerful story of ambition and purpose—proof that game‑changing ideas don’t just come from Silicon Valley, but from childhood uncertainty and a deep commitment to help those less fortunate in our country.

Tune in for a conversation that’s heartfelt, eye‑opening, and packed with wisdom for entrepreneurs, parents, and anyone navigating big decisions about money, purpose, and impact

In this episode of the Payne Points of Wealth, Ryan and Chris Payne sit down with Aleks Musika — renowned menswear designer and Co‑Founder of luxury label Musika New York. Aleks shares how a childhood fascination with style set him on a path that led from working in retail to joining the Tom Ford Made-to-Measure program, where he honed the craftsmanship and eye for detail that would shape his career.

Aleks walks us through how he built his brand from the ground up, transforming an Instagram fashion blog into one of the fastest‑growing bespoke menswear houses in the world. Today, Musika New York is recognized for its bold, modern tailoring and has dressed major celebrities and athletes — including Jay‑Z, Stephen Curry, Kevin Hart, Michael B. Jordan, and Lewis Hamilton.

From leaving Miami to build his company in New York, to creating custom pieces for high‑profile clients, Aleks reveals the grit, creativity, and relentless drive behind his success.

If you’re curious about entrepreneurship, fashion, branding, or the mindset it takes to break into a competitive industry, this is a must‑listen conversation.

2025 was a stellar year for investors—but will the same playbook work in 2026?

In this episode of Payne Points of Wealth, Ryan Payne, Bob, Chris, and special guest Aaron Dessen kick off the new year by reflecting on an unexpected, across‑the‑board winning year in markets—and then pivot to what really matters now: what could derail your portfolio in 2026.

The team breaks down 5 key hurdles investors must watch in the coming year, including geopolitical shocks, Fed rate cuts, the dangers of sitting in cash, speculative “casino‑like” market behavior, and the growing risk of chasing last year’s returns. From surprise upside volatility during global conflicts to why money markets are not a long‑term solution, this episode challenges many of today’s popular investing assumptions.

You’ll also hear a candid discussion on:

In the second half of the show, the team performs a real‑world Financial Autopsy, analyzing the portfolio of a retired couple in their late 70s. Aaron walks through how excessive equity exposure, high‑fee mutual funds, and poor tax efficiency put retirees at serious risk—despite “good performance” on paper. The group highlights how reallocating toward income, reducing downside risk, and aligning investments with actual retirement goals can dramatically improve peace of mind.

This episode is a powerful reminder that:

Bull markets reward confidence—but they also hide risk.

Whether you’re approaching retirement, already retired, or just wondering how to position your portfolio for an unpredictable 2026, Episode 228 delivers timely perspective, practical insights, and a healthy dose of market realism.

Don’t miss this essential start‑to‑the‑year conversation.

Markets are printing fresh highs, yet some investors are getting crushed—how does that happen? In this roundtable, Ryan Payne, Bob Payne, Courtney Garcia, and Frankie Lagrotteria break down a real case of a couple in their late 50s whose “do‑anything‑to-go-faster” portfolio relied on leverage and crowd‑favorite names…right as they approach full retirement. We dissect why speculation masquerading as strategy can implode even in up markets, why “know what you own and why you own it” matters more than ever, and how to rebuild a plan centered on durable income and disciplined risk management.

You’ll hear why the “Ozempic portfolio” analogy fits—everyone wants the quick fix—but lasting wealth still requires basics: diversified exposure, sensible cash flow, and rules that keep emotions out of the driver’s seat. We also cover today’s opportunities to generate income (value, small caps, international, REITs, and bonds at still‑elevated yields), our 5% rebalance discipline, and the investor psychology traps that move the goalposts until a margin call makes the decision for you. As Bob puts it: time passes, markets operate—embrace that principle, and you’ll stop chasing the cool kids and start compounding with the rich ones.

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Calls to action:

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In this episode of Payne Points of Wealth, we sit down with Songe LaRon, a dynamic New York City tech entrepreneur, Co-Founder and CEO of SQUIRE Technologies—the world’s leading all-in-one barbershop business management system. Songe shares his remarkable journey from growing up in Manhattan with artist parents, to earning a J.D. from Yale, practicing law at a top firm, and ultimately making the leap from a more certain future in corporate America to launch a tech company that’s transforming an entire industry.

We explore how his upbringing shaped his relationship with money, the entrepreneurial spark that led to founding SQUIRE in 2015, and the challenges of breaking into tech without a technical background. Songe reveals how he and his team scaled SQUIRE to serve over 32,000 professionals across three continents, raised nearly $150M in funding, and built a culture of innovation that now integrates AI to revolutionize barbershop operations.

This episode is packed with insights on funding a startup, lessons from running an actual barbershop, personal wealth philosophies, and the mindset required to turn an idea into an industry leader. Plus, Songe shares his thoughts on the future of AI in business and the importance of resilience in entrepreneurship.

In episode 225 of the Payne Points of Wealth, Ryan, Bob, and Chris tackle one of the most fundamental—and often overlooked—principles of investing: diversification. Why do so many investors ignore this simple rule and chase the hottest trends like AI stocks? We break down the psychology behind FOMO, the dangers of over-concentration, and why rebalancing your portfolio is one of the hardest—but most important—moves you can make.

You’ll hear real-world examples, including a financial autopsy of a couple in early retirement who were unknowingly taking on massive risk. Plus, we share why protecting what you’ve built matters more than chasing the next big thing and how being “approximately correct” beats being “precisely wrong” every time.

If you want to avoid costly mistakes and build true financial independence, this episode is a must-listen!

In this week’s episode, Ryan, Chris, and Courtney sit down with Mihailo Bozic, a dynamic 25-year-old entrepreneur whose journey from Australia to New York City embodies the classic immigrant founder story. With Serbian roots and a background in Finance and Economics from the University of Western Australia, Mihailo has already launched two impactful startups tackling real-world problems.

From his first venture Envited, a social media app revolutionizing student event planning, to his current company Migrate Mate, a job board helping immigrants find visa-sponsored roles in the U.S., Mihailo shares how he bootstrapped his way to $500K ARR in just three months and built a community of over 16,000 job seekers.

We dive into:

Given the uncertainty surrounding today’s labor market, the rapid rise of artificial intelligence, evolving U.S. immigration policies, and the shifting landscape of American entrepreneurship, this episode offers timely and thought-provoking insights into the state of the modern U.S. economy.

Whether you’re an investor, an aspiring entrepreneur, an immigrant chasing opportunity, or simply someone who loves a good hustle story—this conversation is packed with inspiration, practical wisdom, and real-world perspective.

All right, all right, all right—this week, it’s just the Payne Capital crew, no guests, no filters, just real talk. After a string of great interviews, we’re bringing it back to the roundtable to tackle the question everyone’s asking: Are we in an artificial intelligence bubble?

Bob dives into market history and draws parallels to the tech boom of the '90s. Courtney shares what Wall Street strategists are saying and why the AI narrative is dominating every segment. Chris gives us the pulse from clients—some are all-in on AI, others are bracing for a crash. Ryan calls out the all-or-nothing mindset and why predicting the top is a fool’s game.

We also dissect a real financial plan in our Financial Autopsy segment, helping a couple in their late 60s shift from aggressive growth to income-focused investing—without triggering massive tax bills. From margin debt mania to gold’s surprise rally, from diversification myths to emotional investing traps, this episode is packed with insights, laughs, and actionable advice.

Tune in to hear:

✅ Are we in 1995 or 1999? Bob reads the market tea leaves.

✅ Why diversification still matters—even if AI is hot.

✅ How to avoid living by the sword and dying by the sword in your portfolio.

✅ The emotional toll of bear markets and how to prepare before they hit.

✅ A real-life case study on reducing risk, increasing income, and optimizing for taxes.

Don’t miss this one—because when the tide goes out, you’ll want to be wearing the right financial swimwear.

In this week’s episode of the Payne Points of Wealth, Bob, Ryan, and Chris sit down with Sara Uy, the dynamic 28-year-old founder of SellingSara, a New York-based sales training program. Together, they unpack the shifting landscape of the job market, the rise of AI in hiring, and why soft skills and emotional intelligence are more valuable than ever. Sara shares her firsthand insights into Gen Z’s job search struggles, the disconnect between employer expectations and hiring realities, and why Artificial Intelligence still can’t replace human intelligence—especially in sales. From cold calling in the age of call screening to what makes a top-performing salesperson, this episode delivers sharp insights, humor, and a front-line perspective on how AI is reshaping today’s labor market—and why human skills still matter more than ever.

In this electrifying episode of the Payne Points of Wealth, Bob, Ryan, and Chris sit down with Gary C. Evans, a serial entrepreneur and the current Chairman & CEO of United States Antimony Corporation (USAC). Gary shares his rollercoaster journey from the high-stakes world of Texas oil to leading one of America’s most strategically vital mineral companies.

We dive into:

Gary’s story is one of grit, vision, and relentless innovation. Whether you’re an investor, entrepreneur, or just love an exciting American business success story, this episode is packed with insights and inspiration.

🔊 Tune in now to hear how Gary is reshaping America’s critical mineral supply chain—and why Wall Street is paying close attention.