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I have made it a habit to deal with the DFA players immediately after the trade is completed, just to make sure I don't forget to do whatever I need to do. I allow myself no exceptions, I literally click directly to the rosters & transactions screen after clicking complete trade. But it's very rare that I trade for a player that has a major league contract and isn't going directly onto my major league roster that day, I guess I might be guilty of not paying enough attention to AAA depth sometimes.
I agree with injurylog on the suggested workaround, although I think it will use up an option on whoever you momentarily demote to free up active roster space.
As for roster limits and the draft, if 50 rounds is creating more players than you need to fill out your rookie league roster after retirements and releasing dead weight, that might be too many rounds. It's definitely more than I've ever used (I use 30-35), and I usually use a real-life minor league structure (with fictional players).
If you're concerned that a reduction in generated amateurs might reduce the number of high quality players being generated, you could keep generating the same number of rounds of amateurs as you are now, but reduce the number of draft rounds. It shouldn't bloat the free agent pool any more than you are now, you'll just have more non-drafted players and fewer released minor leaguers.
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