# Pirates' Worst Trades in History

Page: https://stenobird.com/podcast/pittsburgh-pirates-news-today-2-min-news-the-daily-news-now-7463309/pirates-worst-trades-in-history
Text version: https://stenobird.com/podcast/pittsburgh-pirates-news-today-2-min-news-the-daily-news-now-7463309/pirates-worst-trades-in-history.md
Podcast: [Pittsburgh Pirates News Today | 2 Min News | The Daily News Now!](https://stenobird.com/podcast/pittsburgh-pirates-news-today-2-min-news-the-daily-news-now-7463309)
Published: 2026-06-26T01:40:16+00:00
Episode link: https://api.fastcast.ai/audio/23c19586-6dcc-48f1-835f-85e73b42046c.mp3
Audio file: https://api.fastcast.ai/audio/23c19586-6dcc-48f1-835f-85e73b42046c.mp3
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Duration seconds: 139

## Resource

The Pittsburgh Pirates’ history is packed with glory and heartbreak, especially when it comes to trades that now look like glaring missteps. From sending All-Stars Aramis Ramirez and Kenny Lofton to the Cubs in 2003 for minor-league scraps, to shipping Jose Bautista to Toronto for a career-ending Robinzon Diaz, the team’s roster swaps have often backfired spectacularly. Even legendary players like Preacher Roe and Billy Cox were traded away in 1947 for underwhelming returns, while more recent deals—like the 2018 blockbuster that sent Tyler Glasnow, Austin Meadows, and Shane Baz to Tampa Bay for Chris Archer—have left fans wondering what could’ve been. These trades didn’t just cost talent; they cost dreams, and the echoes of those decisions still reverberate through Pittsburgh baseball lore. Support the show: Get a discount at https://solipillow.com/discount/dnn. Advertise on DNN: advertise@thednn.ai This is an automated, high-level news summary based on public reporting. Report issues to feedback@thednn.ai. View sources & latest updates: https://sources.thednn.ai/ab5bcc343a7d173a

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