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The Auto-Play to Event... section of the Play Menu contains a list of upcoming league events as targets for auto-play.
These events will change dynamically based on your league's season cycle. Each option auto-plays until the day of a specific event. As with other auto-play options, auto-playing to a specific league event will bring you to the morning of that day.
Note: League events are specific to each league. If your game world has multiple leagues, be careful. For example, let's say you have two leagues in your world. League A has an annual first-year player draft in June. League B has no first-year player draft. If you currently have League B selected from the League menu, the June first-year player draft will not appear in your Auto-Play menu, because that league has no draft. Don't auto-play past League A's draft day by mistake!