All episodes of In Pursuit of a Parlay
In Pursuit of a Parlay
Sep 30, 2026
In Pursuit of a Parlay

Wild Card Wednesday

In Pursuit of a Parlay turns its attention to the MLB Wild Card round, with Chris Horwedel building an eight-leg playoff baseball parlay across all four games on the September 30 slate. The goal is to balance a potentially huge payout with selections built around reasonable individual asks. Chris uses exactly two picks from each matchup, mixing four hitting props with four pitching props and…

Spotify
3 wks ago 17:42

Show notes

In Pursuit of a Parlay turns its attention to the MLB Wild Card round, with Chris Horwedel building an eight-leg playoff baseball parlay across all four games on the September 30 slate. The goal is to balance a potentially huge payout with selections built around reasonable individual asks. Chris uses exactly two picks from each matchup, mixing four hitting props with four pitching props and holding the final combined number until the end. The episode moves through Phillies-Braves, White Sox-Astros, Red Sox-Yankees and Cubs-Padres, using current-season production, historical performance, matchup splits and advanced metrics to evaluate each leg. The analysis includes walk rates, strikeout trends, platoon advantages, expected slugging, barrel rates, hard-hit data, chase rates and recent form. Rather than simply chasing long odds, the episode looks at where a hitter can reach a total-base target in multiple ways and where a pitcher’s style, workload or matchup creates value in a strikeout or walk market. The risks behind every selection are also addressed throughout. The final eight-leg parlay and its massive potential payout are revealed at the end, along with an important reminder that combining eight selections creates significant risk even when every individual pick has a statistical case behind it.

More from In Pursuit of a Parlay

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