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If you are importing real life rookies from the historical database, you don't want to hold your draft in June. Otherwise new rookies who played in MLB for that season won't be available for team rosters at the start of the season like they actually were. They won't be able to make their debuts until June at the earliest.
Historical league drafts are set up this way because the default OOTP database only includes players who actually made it to MLB, and the game imports them in their rookie year when they made their debut. In historical leagues, the draft is basically an MLB rookie draft. It's not a draft like it works in real life, when you're drafting 18 year-olds and college prospects.
It only makes sense to hold a June draft if you're running a fictional league, using fictional first-year players, or using an OOTP mod such as the database that includes minor league stats and imports players into your game when they first began their pro baseball careers in the minors. In that case, a June draft might make sense because you can actually draft players at the age of 18, when they began pro baseball. Otherwise, you should just use the default scheduling, although I usually schedule my draft after free agency, so teams have a chance to sort out their roster needs and signings before deciding which rookies to draft.
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