The Top 5 All Time Chicago Draft Picks That Broke Our Hearts + Baseball Is Heating Up

About this episode

The episode discusses Chicago's sports teams, focusing on heartbreaking draft picks and the current state of baseball.

On today's episode of The Stretch, we get into the baseball teams in Chicago trading upwards. We also get into the NBA & NHL playoffs and breakdown the top 5 Chicago draft picks that broke our hearts the most. Fast Growing Trees - Get 20% off your first purchase at https://FastGrowingTrees.com/STRETCH when using the code STRETCH at checkout Mountain Dew - Enjoy the refreshing citrus kick of Mountain Dew: an American Original. Grab a Dew. Tasting Great Since 48. You can find every episode of this show on Apple Podcasts, Spotify or YouTube. Prime Members can listen ad-free on Amazon Music. For more, visit barstool.link/redlineradio

People in this episode

Host: Barstool Sports

Topics covered

• Chicago sports
• NBA playoffs
• NHL playoffs
• draft picks
• baseball

Keywords

• Chicago
• draft picks
• NBA
• NHL
• baseball
• sports

Sponsors

Fast Growing Trees, Mountain Dew

Mentioned in this episode

Organizations: Barstool Sports

Products: Fast Growing Trees, Mountain Dew

Places: Chicago

More episodes of The Stretch

• The Bears are Officially Going to Indiana + Brian Anderson · June 8, 2026 · 1h 7m
• Bears Stadium Disaster & The Southside Currently Owns Chicago Baseball · June 1, 2026 · 51 min
• The Cubs May Actually Stink + White Sox Dave Is a Professional Arguer · May 26, 2026 · 38 min
• PCA Trash Talks Female Fan, Cubs Sox Rivalry + Bears Schedule Release · May 18, 2026 · 51 min
• Confronting Connor Burns On White Sox Fandom & Is A New Era Of Basketball in Chicago Beginning? · May 11, 2026 · 1h 2m
• We Are Trusting Ben Johnson's Draft Decisions + Billy Donovan Stepping Down · April 27, 2026 · 52 min