Rule Breaker Investing

What does it really mean to get 60% of your stock picks right? Can a lifetime of successful investing create a financial problem you never expected? And how do you find your way forward when you’re not quite sure where you’re going?

Eight correspondents bring us questions spanning investing, sports, money, and life. Along the way, we revisit some recent Rule Breaker conversations, challenge a few assumptions, and ultimately find ourselves at the edge of a dark forest, with a lighthouse in the distance. Sometimes the next step is all you need to see.

Host: David GardnerGuest: George KhalafProducer: Bart Shannon

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We’re committed to transparency: All personal opinions in advertisements from Fools are their own. The product advertised in this episode was loaned to TMF and was returned after a test period or the product advertised in this episode was purchased by TMF. Advertiser has paid for the sponsorship of this episode.

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The witching hour approaches! For the fifth consecutive Halloween, Motley Fool retirement expert Robert Brokamp returns to haunt Rule Breaker Investing with tales of financial terror. But this year, the ghosts of celebrity misfortunes have been replaced by something even more frightening: financial horrors that may be lurking in YOUR own life.

Seven financial frights. A haunted house full of lessons. From retirement accounts with skeletons in their closets to terrifying tax traps and dangers hiding in plain sight, David and Bro venture into the financial haunted house—and share a few tricks for escaping with your wealth, and your wits, intact. Enter if you dare!

Host: David GardnerGuest: Robert BrokampProducer: Bart Shannon
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It’s football season! America’s most popular sport is in full swing, at both the NFL professional level and, of course, the college professional level. And what better time to ask whether the game we love could be even better?

Longtime sports journalist, coach, and baseball scout Kimball Crossley returns with a provocative proposition: Does football’s punishment always fit the crime? From penalties that can change a game to rules that reward behavior they ought to discourage, Kimball and David take a fresh look at America’s favorite sport. Along the way, they explore what makes a game fairer, smarter, and more entertaining—with a detour into fantasy football and a closing round of Buy/Sell/Hold.

Host: David GardnerGuest: Kimball CrossleyProducer: Bart Shannon
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A Pet Perk doesn’t need to be profound; it's the noticing that makes it profound. This time around, we leave investing and business behind for seven small pleasures and practices drawn entirely from life.What can a surprisingly good armchair teach us about spending? How might getting “upstream” today make tomorrow better? Seven reminders to notice, appreciate, and occasionally act on the good things hiding in plain sight—ending with one worth saying while we still can.Companies Mentioned: CAVA

Host: David GardnerProducer: Bart Shannon
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This month, eight correspondents bring us questions and stories from very different points along the Foolish journey. We talk time freedom, indexing in a faster-changing world, investing “miracles,” the rewards of choosing stocks even when the scoreboard disagrees—and the challenge of knowing when patience has simply become waiting.Plus, a little career advice, a one-man podcast production company named Bart, and a final letter 25 years in the making.Companies Mentioned: AMZN, HOG, JMIA, LFMD, NFLX, NVDA, PLUG, SBUXHost: David GardnerProducer: Bart Shannon

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