We shouldn't be sending troops in period. But to your point what would constitute a "win"?
Trump has said repeatedly that he wants to go back to Reagan's approach of so strengthening our military that he doesn't expect to ever need to use it.
Trump has also said he wants to defeat ISIS and take their oil. I don't think Reagan would have viewed that as a proper use of the lives of American servicemen.
You don’t appreciate the threat that ISIS is, apparently, nor how they are using the oil that they have seized to fund their operations.
I’m not ready to send ground troops into Syria—and I’m quite certain Trump has come out against that as well (he has said he’d let Putin keep going after ISIS, although that does IMO ignore some of what Putin is doing there), so I don’t know why you’re pretending that he’s for it.