The SMO Show (Stop Missing Out)

Gambit Capital Management, LLC

Gambit Capital Management, LLC is partnering with clients to build private wealth strategies that align with individual goals and risk tolerance. As fiduciaries, we tailor and adapt portfolios to ensure they are in the best interest of the clients we serve.Gambit Capital Management, LLC is an independently owned, Registered Investment Advisory firm.

  1. Aug 26

    Welcome to the Team, Matt: AI, Investing & the Math Behind Better Decisions

    Meet Matt Mattheisen, the newest advisor to join our team on The SMO Show. Matt brings more than 20 years of experience in financial services, along with a unique approach to financial planning that combines traditional advising with technology, data, and a healthy skepticism of conventional market narratives. In this episode, Tyler gets to know Matt, his background, and what led him to become a financial advisor. The conversation takes an interesting turn when Matt explains how his growing use of AI tools like ChatGPT and Claude eventually led him to teach himself Python. Rather than relying on AI alone, Matt uses programming and data to turn ideas into more concrete, deterministic analysis. Matt shares how this approach can be applied to real financial decisions, from determining whether a client should pay off a loan to evaluating whether someone is actually ready for retirement. He also explains why he's skeptical of financial narratives and talking heads—and why, when it comes to making financial decisions, the math matters more than the story. It's a conversation about financial advice, technology, curiosity, and what happens when an experienced advisor decides to keep learning rather than settle for the way things have always been done. Chapters 00:00 – Welcome to The SMO Show Introducing Matt Mattheisen, the newest advisor to join our team. 01:10 – Getting to Know Matt Matt's family, background, and journey into financial services. 02:16 – More Than 20 Years in Financial Services Matt's career and experience across the financial services industry. 02:56 – Why a Financial Advisor Learned Python How AI sparked Matt's interest in programming and led him to teach himself Python. 03:25 – The Limitations of AI Why Matt found that simply prompting AI wasn't enough and how hallucinations, drift, and mistakes led him to look for a better approach. 04:00 – From AI to Deterministic Analysis How Python can turn AI-generated ideas and data into more concrete financial analysis. 05:30 – Can You Actually Trust the Numbers? How Matt uses data and mathematical analysis to help clients make financial decisions. 06:00 – Using Technology to Improve Financial Advice Moving beyond simply using AI as a chatbot and putting technology to work for clients. 08:32 – A Real Client Example: Should You Pay Off the Loan? How Matt built an analysis to determine whether a client should pay off a car loan or continue making payments. 09:55 – The Math Doesn't Lie Why Matt is skeptical of financial narratives and talking heads—and why he tends to trust the math more than the story. 10:19 – The $300,000 Mortgage Question A real-world example of using simple math to put a financial decision into perspective. 12:00 – Why Be a Financial Advisor? What Matt enjoys about advising clients and why, after more than 20 years, he still wants to keep doing it.

  2. Aug 11

    Stop Investing for Dividends

    In this episode of The SMO Show, Tyler and Dan break down everything investors need to know about dividends and why chasing them may not be the wealth-building strategy many people assume. They explain that the largest, highest-performing companies in the S&P 500 (like Nvidia, Google, and Microsoft) pay little to no dividends, instead reinvesting cash into their businesses at high rates of return — a strategy famously championed by Warren Buffett at Berkshire Hathaway. The guys walk through the mechanics of how dividends actually work, debunking the "free lunch" myth by showing that a stock's price drops by the dividend amount on the ex-dividend date, meaning shareholders don't come out ahead. They also highlight the tax disadvantages of dividends compared to stock buybacks, which give investors more control over when they realize gains. Since a 1982 SEC rule change allowed share buybacks, dividend yields on the S&P 500 have declined from nearly 5% to just over 1% today — a fundamental market shift that investors should understand. For those approaching retirement, Tyler and Dan recommend a planning-first approach: identify cash needs for the next one to three years, keep that in safer investments, and let the rest stay invested in high-growth companies — rather than forcing a portfolio into high-dividend stocks with lower return potential. Chapters 0:00 Intro/Welcome 1:20 What Is a Dividend 2:43 What Do Companies Do with Their Dividends/Capital 7:04 No Such Thing as a Free Lunch 10:30 Taxability of Dividends 13:40 How Things Changed Since 1982 16:30 Dividend Alternatives for Retirement 18:15 Why Would a Company Pay Out a Dividend Instead of Reinvesting? 19:15 Conclusion/Outro

  3. May 19

    Overpriced Stocks & Berkshire Hathaway’s Massive Cash Hoard

    Are stocks too expensive right now? In this episode of the SMO Show, Tyler Schelhaas, Dan Powers, and Pete Earp break down today’s market valuation concerns, the truth about Berkshire Hathaway’s massive cash position, and what investors should actually pay attention to in today’s environment. Before diving into markets, the team opens with Pete’s hilarious “Minnesota Sports Betting Strategy” — a tongue-in-cheek sports betting system designed specifically for long-suffering Minnesota sports fans. Then the conversation shifts into: •Why high valuations alone are NOT a catalyst for market declines •What metrics like P/E ratios, CAPE ratios, and market cap to GDP actually tell investors •Why Berkshire Hathaway’s cash position doesn’t necessarily mean Buffett is bearish •The “shock absorber” analogy for understanding valuations •How GDP growth and Inflation growth rates influence equity markets •Why earnings growth still matters despite expensive markets If you’ve seen headlines about “overvalued markets” and wondered what investors should actually do with that information, this episode breaks it down in plain English. Timestamps below 👇 #investing #stockmarket #warrenbuffett #berkshirehathaway #marketvaluation #economy #financepodcast Chapter Marks 00:00 Welcome to the SMO Show. 00:36 Intro 01:22 Pete’s MN sport’s emotional hedging strategy. 06:13 We're going to transition into valuations on the market. 08:34 Valuations as shock absorbers. 10:18 How should the average investor react. 12:34 How Gambit Capital reacts. 14:12 Summary

  4. May 8

    The Secret Formula Behind One of America’s Oldest Companies

    Welcome to a new episode of The SMO Show and the launch of our new Business Owner Series, where Dan and Tyler sit down with entrepreneurs, executives, and business leaders to hear the real stories behind how they built successful companies. In this episode, Dan and Tyler are joined by Eric Johnson, the managing partner and president of Arnold Motor Supply. Eric shares the incredible history behind one of the Midwest’s most unique employee-owned businesses, how the company has grown to over 80 stores across five states, and why culture, ownership, and customer service remain at the center of everything they do nearly 100 years later. The conversation covers: -The founding story of Arnold Motor Supply in 1927 -How the employee ownership model works with 200 partners -Leadership lessons from growing and scaling a business -The importance of culture and “ownership thinking” -Stories from the company’s devastating flood recovery -Advice for entrepreneurs building teams and businesses -Why customer service still wins in today’s world Eric also discusses his book, You Build a Business with People, and shares insights on leadership, long-term thinking, and preserving company culture while continuing to grow. If you enjoy hearing how successful businesses are built, maintained, and scaled over generations, this episode is packed with practical lessons and great stories. 00:00-00:59 — Intro to the Entrepreneur Interview Series 00:59-01:19 — SMO Show Opening 01:19-06:44 — Meet Eric Johnson & Arnold Motor Supply 06:44-08:46 — What a Managing Partner/CEO Actually Does 09:46-13:50 — The Founding Story of Arnold Motor Supply 13:50-16:58 — Employee Ownership & Partnership Structure 16:58-20:03 — Why Ownership Culture Matters 20:03-23:42 — Becoming a Partner at Arnold Motor Supply 23:42-28:57 — Great Depression, World War II & Business Growth 28:57-34:58 — Writing You Build a Business with People 34:58-36:20 — Preparing for the 100-Year Anniversary 36:20-42:04 — What Makes Arnold Motor Supply Different Today 42:04-49:30 — Preserving Culture & Delivering “The Arnold Extra” 49:30-57:19 — The Spencer Flood & Leading Through Crisis 57:19-59:40 — Advice for Entrepreneurs & Business Owners 59:40-1:00:32 — Closing Thoughts

Ratings & Reviews

5
out of 5
11 Ratings

About

Gambit Capital Management, LLC is partnering with clients to build private wealth strategies that align with individual goals and risk tolerance. As fiduciaries, we tailor and adapt portfolios to ensure they are in the best interest of the clients we serve.Gambit Capital Management, LLC is an independently owned, Registered Investment Advisory firm.

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