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Reply to "What does "On the field" mean in this context, does it mean spread and use the whole field?"

What age level and who is the "someone" saying it?  

If HS, I'm with your friend and Pitchingfan... taking I/O on the field means each player at his position.  The exceptions typically are some tournaments.   "Do you want to take I/O?" means the normal routine with each player plus backups at their designated position, making throws to bases, etc.

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