Every July, contenders trade away top prospects for a two-month rental and a prayer. Most of the time, it doesn't work out. This week, we're digging into the rare exceptions—the five biggest deadline deals that actually paid off, and the ones that looked like genius but were secretly a disaster.

Today, we’re counting down the top five biggest trade deadline deals of all time. Today, on Rounders: A History of Baseball in America.

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How does a team of losers, buried in last place in the middle of July, turn around and win the World Series?

That’s not a hypothetical question. It’s the true story of the 1914 Boston Braves. Today, I’m joined by author and historian Martin Bush to talk about his fantastic new book about this team who went from misfits to champions.

• Grab a copy of Martin’s book “Deadbeats, Dead Balls, and the 1914 Boston Braves.”

• Visit Martin’s publisher website at kentstateuniversitypress.com

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Explore Hank Aaron's landmark 700th home run, the infamous 'Pine Tar Incident' that sparked an on-field explosion, and the courageous Hall of Fame speech that changed baseball forever.

Revisit the dramatic end of Joe DiMaggio's 56-game streak, Hank Aaron's 755th and final home run, a perfect game on a legendary day, and the most controversial play in All-Star Game history.

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The story of Leonard George Koenecke, an outfielder for the Brooklyn Dodgers, is mostly etched into baseball history books not because of his incredible plays, but because of the absolutely shocking and bizarre way he died.

His death, which happened violently mid-flight, immediately grabbed public attention. It took what was a pretty promising career and, as one history writer put it, turned it into "a footnote, a trivial oddity."

Imagine the chaos on a small plane, leading to a fatal blow from a fire extinguisher – it paints a picture so tragic that it forever overshadowed Leonard’s on-field achievements.

This episode is all about the complete story of Koenecke's life and his tragic death. We'll even dig into whether his death could have been ruled as foul play. Let’s peel back the layers and explore the man behind those wild headlines and the unanswered questions that still define his legacy today.

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Picture this: It's the 1900’s and you bought a pack of cigarettes.

Inside is a little rectangle of cardboard.

There’s no stats on the back, no holograms. Just a hand-drawn image. It's a ballplayer (and maybe some tobacco dust that's still stuck to the edges.) Today, those cards are like gold to collectors.

My guest Brent, from the Instagram and Tik Tok channel at @BrewingCards, has been making videos about one of the most iconic sets in baseball history: The T206 Set.

If you've never heard of it, don't worry, you will. And if you have, get ready to learn more! Let's explore tobacco cards and the stories hidden in century old cardboard.

WATCH the video companion on YouTube to see these tobacco cards for yourself

Dive deeper into the episode, and access the FREE bonus show at rounders.substack.com⁠⁠⁠⁠⁠⁠⁠⁠

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Imagine America in the spring of 1963. The United States was in the thick of experiencing significant social unrest due to its growing Civil Rights Movement.

Brutal police actions against protesters in Birmingham, AL led to a historic march on Washington. This is where Martin Luther King Jr. delivered his iconic "I Have a Dream" speech.

Baseball’s teams reflected more diverse rosters than ever - so how did the sport reflect and react to the simmering tensions about to boil over?

Let’s explore - today on Rounders: A History of Baseball in America.

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I sat down with author Jeffrey Orens, who wrote Selling Baseball: How A.G. Spalding Built America’s Game.

This episode is all about the unsung architects of America’s pastime—A.G. Spalding and George Wright. These two names might not be as famous as Babe Ruth or Jackie Robinson, but their impact on baseball’s transformation from a simple game to a nationwide business powerhouse is huge.

We’ll explore how Spalding’s marketing genius and Wright’s pioneering play helped shape baseball into the beloved sport we know today. You’re not going to want to miss this deep dive into baseball history.

I sat down with the director of product development comms and brand strategy at Sony Interactive’s San Diego Studio to talk about MLB The Show 25 - but don’t worry, we’re not just talking button-mashing and graphics.

We’re digging into how baseball’s rich history shows up in the game: from recreating classic stadiums to rating Hall of Famers and telling the stories of baseball legends.

Learn more about how baseball’s past gets preserved—and played with - on today’s episode!

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Today I’m breaking down seven moments when the IRS stepped off the sidelines and went head-to-head with some of pro baseball’s biggest names. From Hall of Famers to World Series champs to obscure role players, nobody was too big (or too forgotten) to get a visit from Uncle Sam.

Let’s take a look at what happened when the tax man came calling for pro baseball players.

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Dive deeper into the episode, and access to the FREE bonus show at: ⁠⁠⁠⁠⁠⁠⁠⁠https://rounders.substack.com⁠⁠⁠⁠⁠⁠⁠⁠

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