The Cubs are officially entering crunch time with October baseball getting closer by the day. In this episode, we break down Chicago’s latest playoff picture, where they currently stand in the NL Wild Card race, and what their remaining schedule means for their postseason chances. The Cubs are 76-58 and hold a four-game Wild Card cushion, but they’ve also dropped five of their last seven games.

We’ll take a closer look at the massive upcoming stretch against the Reds and Brewers, including a four-game series with Milwaukee that could have major implications for the NL Central and playoff seeding. With just 28 games remaining, every win and loss is becoming increasingly important.

Can the Cubs hold onto their playoff spot and make a serious push toward October? Or are the recent struggles a sign of trouble ahead?

Also, with the organization celebrating the 150th anniversary of the franchise, we decided to make the Chicago Cubs 150th Anniversary Pretty Good Team.

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