August 2025 Mailbag: Sports Bettor Turned Investor

Rule Breaker Investing

The Motley Fool

Business, Investing, Invest, Rulebreaker, Stocks, Company, Growth, Stockmarket, Fool, Foolish

4.5 • 928 Ratings

🗓️ 27 August 2025

⏱️ 65 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

For summer’s final Mailbag, a listener shares how he dropped sports betting and picked up investing, while another wants to know how to allocate portfolios as a Rule Breaker. David brings back Motley Fool Chief Investment Officer, Andy Cross, to discuss tools for tracking your portfolio against the S&P 500, thinking briefly about dividend allocation, then answering the question, “If you were investing your first $1,000 today, what would your approach be?” Those gems, along with Author in August Sam Horn—like a river—running through it! Sign up for The Motley Fool’s Breakfast News here:www.fool.com/breakfastnews Pre-order David’s upcoming Rule Breaker Investing book here: https://www.amazon.com/gp/product/1804091219/ Host: David GardnerGuest: Andy CrossProducer: Bart Shannon Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0	Race the rudder, raise the sails, raise the sales!
0:05.0	Captain, an unidentified ship approaching. Over.
0:07.0	Roger that. Wait, is that an enterprise sales solution?
0:13.0	Reach sales professionals, not professional sailors.
0:17.0	With LinkedIn ads, you can target the right people by industry, job title, and more.
0:21.4	To get £100 off your first campaign, go to LinkedIn.com slash lead to claim your credit.
0:26.6	That's LinkedIn.com slash lead. Terms and conditions apply.
0:30.1	Well, here we are at the end of August and at the end of our eighth year of authors in August.
0:35.2	What a delight it was to spend time with authors like Arthur
0:38.7	Brooks and Sam Horn and friends like Chris Hill. Thank you for your notes, which I'll share
0:44.3	back about our authors in August this month. And a listener recently dropped sports betting
0:50.8	and picked up investing. Same competitive fire.
0:55.6	Totally different game.
0:57.4	If you were starting fresh with your first $1,000 today,
1:00.9	would you go rule breaker like ETFs or take your first swing at individual stocks?
1:07.6	We'll also pop the hood on how to actually track a portfolio against the S&P
1:12.0	500 dividends allocations. And also, how do you allocate portfolios for a rule breaker? Only on
1:18.6	this week's rule breaker investing. It's the rule breaker investing podcast with Motley Full
1:25.7	co-founder, David Gardner.
1:38.3	Welcome back to Rule Breaker Investing. Happy end of August. Happy near end of summer. We're about to get started with our monthly mailbag at the end of every month, the final Wednesday of every month, for dozens of
1:46.6	months in a row now. We have done a mailbag. You get to write in RBI at fool.com is our email
1:52.8	address. You can also tweet us at RBI podcast on Twitter X. We read every piece of mail that comes in.
	...

Transcript will be available on the free plan in 17 days. Upgrade to see the full transcript now.

Previous episode

Disclaimer: The podcast and artwork embedded on this page are from The Motley Fool, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of The Motley Fool and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.