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The expansion teams/draft should show up as soon as "the offseason begins" and it should be scheduled immediately after Free Agents file, provided of course A) you have "automatically expand league" enabled in the historical settings and B) have not altered the Historical league set up in any way. Once you alter the default historical league structure the league will no longer follow historical lines (From my experience)
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“As soon as I got out there I felt a strange relationship with the pitcher's mound. It was as if I'd been born out there. Pitching just felt like the most natural thing in the world. Striking out batters was easy.” -Babe Ruth “Ruth made a grave mistake when he gave up pitching. Working once a week, he might have lasted a long time and become a great star.”-Tris Speaker
My Dynasties
The Beantown Bambino
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