We’re back with more holiday-themed conversations on topics only loosely connected to money! Motley Fool senior analyst Bill Barker and Bill Mann, Chief Investment Strategist at Motley Fool Asset Management, share:
- Regrettable holiday purchases
- Songs we enjoy despite popular opinion
- Our individual Mt. Rushmores of holiday movies
- The legend of the Sourtoe Cocktail (Yes, really)
Opening clip – “Elf”

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Enjoy awesome holiday music you WON’T hear on your local radio station.

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Santa has run his company for centuries. It’s arguably the most admirable business in the world. But is it profitable?
Motley Fool senior analyst Bill Barker and Bill Mann, Chief Investment Strategist at Motley Fool Asset Management, break down the company’s revenue streams and discuss:
- Why KGE’s logistics are “state of the art”
- The relative negotiating power of Santa's elves
- How cryptocurrency may be boosting the bottom line
- Mismatched holiday-themed buddy cop pairings (Yes, really.)
Opening clip – “Money Train”
 
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You don’t start your own newspaper business when you’re in grade school unless you have entrepreneurship running through your veins. Fortunately for David Simnick, he had parents who indulged his ventures from an early age. Now the co-founder and CEO of Soapbox Soaps (one of the fastest-growing companies in America), David shares:
- The military career he came close to pursuing
- Early business ventures that failed
- How “money is a fuel to go after what really matters”
- Why he unabashedly loves his Shop-Vac

Opening clip – “Billions”

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Happy Thanksgiving!
Need a little break from your family & friends?
Take a walk or go for a drive as Chris Hill reveals how a listener email led him to spend an entire day in Atlanta with the Teachers Retirement System of Georgia. Plus, he shares:
- 3 big Thanksgiving traditions in the U.S.
- How two approaches to charitable giving (that have come up on the podcast) tie in to one of his favorite organizations, the Waterville Area Soup Kitchen
- Tina Fey’s opinion of the only true reward in life

Opening clip – “Wall Street”

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Long before he was a regular panelist on NPR’s popular show and his writing was nominated for primetime Emmy Awards, Adam Felber was a Long Island kid with a voracious appetite for reading. Attending Tufts University he found his interest in writing, while outside the classroom he discovered a new love of comedy performance as one of the youngest members of ImprovBoston. Over a career that includes acting, creating television series, writing comic books (as well as regular books), Adam shares:

- His dad being great at his job but bad at money
- The incredible stock tip he gave his parents (but not himself)
- How the tv series Succession works better as a comedy
- Why it’s so important to “find your bliss”
Opening clip – “Kathleen Madigan: Gone Madigan”

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Growing up in New Jersey, Matt Koppenheffer got his first real education in money when he started shoveling driveways in his neighborhood after snowstorms. After graduating from the University of Pennsylvania with a degree in economics, he headed to Wall Street in search of a job in the investment banking industry. When that didn’t pan out, he headed west to San Francisco and started a career in business and investing that has led him to the forefront of the AI revolution. Matt shares:
- How money was a natural part of the conversation in his home growing up
- A better way to teach high school students about investing
- Why the world of AI financing is “really incestuous”
- The unlikely movie that best reflects how he feels about money

Opening clip – “Good Fortune”

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To get Matt’s latest insights on AI and more, go to MattKoppenheffer.com

Growing up in New Orleans, John Rotonti thought his family was wealthy. After all, he and his sisters went to an expensive private school and their family frequently vacationed in Europe and Hawaii. Soon after he started attending the University of Richmond, the façade of his family’s wealth started to crumble.
Currently a portfolio manager at Bastion Fiduciary and author of the investing newsletter “JRo’s Notes”, John shares:
- How he started to figure out his family had money problems
- The unique challenge of starting an MBA program in 2009
- His favorite heist movies
- The question about AI that investors should be asking

Opening clip – “Succession”

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When she was 8 years old Heather Boneparth got into an argument about money with her grandfather. It’s just one of the memories from her childhood that left a financial imprint on her, lasting into adulthood. Now an attorney and the director of business & legal affairs at Bone Fide Wealth (a wealth management firm she runs with her husband Douglas), Heather opens up about:
- Why “money doesn’t hold a flame to time”
- The backstory on Money Together, the new book she and her husband wrote
- What relationships and “money conversations” have in common
- The financial TV show she loves to hate-watch

Opening clip – “Your Friend, Nate Bargatze”

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Decades before he started KNA Capital, a boutique investment firm, Todd Wenning got an up-close look at the homes of the rich and famous as he cleaned their swimming pools. He takes a break from teaching finance at the University of Dayton to discuss:
 - Why his love of history resulted in a college degree from St. Joseph’s University but not a career
 - Getting a job at The Vanguard Group
 - Making his students study corporate fraud by reading “The Smartest Guys In The Room”
 - The movie scene he uses to teach his students about bank solvency
Opening clip – “The House”

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Check out Todd's blog Flyover Stocks!

Growing up with five siblings, Paul Ollinger vividly recalls the lengths to which his "frugal" parents would go to avoid spending money. While getting his MBA at the Tuck School of Business at Dartmouth, he discovered his love of stand-up comedy after he’d taken out $80,000 in student loans. Now busy with his comedy career and hosting the podcast "Reasonably Happy", Paul shares:
- How he ended up as an executive at Yahoo and Facebook
- Why the opposite of broke is not rich
- An expensive item he bought that his friends just didn’t notice
- The 1 thing about money that “never stops”

Opening clip – “Wall Street”

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Question or comment for the show? Email [email protected]