i think what bothers alot of owners about DITR's is that we do never see those great stories where a guy gets picked in the 13th round and turns out to have a hall of fame career as one of the best right handed hitters of all time, like Albert Pujols. These are the great stories we have in sports when you have those guys who are few and far between like Kurt Warner or Mike Piazza who come out of absolutely nowhere to become hall of famers.
Think about how excited an owner gets if he gets a former DITR to the majors or even onto an all-star team
the counter is that owners would complain they didn't get one and another owner did, particularly if they were very rare (which they should be, they are in real life) but i don't buy that...i think owners would support a mechanism that would enable DITRs to very rarely be potential hall of famers, this jealousy bit is overrated although it may be a very vocal minority...
no need to change the theoretical talent pool either...simply have one less all star talent type guys in the draft every year and make him instead a random late draftee...DITR him a year later assuming the owner takes care of him...this will give owners incentive to maintain their minors a little better and sign their draft picks
so the world itself doesn't get anything for free (there is no increase in the theoretical talent pool coming in from the draft) but an owner does get something for free essentially. I think it'd be kind of cool because after all it does happen in real life where a star simply falls into a team's lap.
Another objection would be the element of randomness in it, removing skill from the equation. But baseball itself is a game of incredible luck, sports in general are. It has so much more to do with the outcomes we see than anyone wants to believe. The best team does not win the world series every year, in fact they usually don't. You can have 2 pitchers on the same team and have one go 20-7 with a 4.00 ERA and the other go 12-12 with a 3.50 ERA, that's randomness and it rules baseball.
Joe DiMaggio's streak was simply an aberration, a random fluky event that simply happens once every hundred years or so. For realism's sake I wouldn't mind a little more randomness, we already have a ton.