Those of us old enough, remember the Cold War "proxy wars" ... Where the US and USSR trained one side or the other.
Saudi Arabia and Iran are in that position now. They are the "regional powers" using proxies to die for their agenda in other nations.
It was a dumb idea during the Cold War, and it's even more dumb now.
Hey, here in the UK, the military and other advisors are getting all sorts of flak for training the Saudis! As for the Syrian rebels, well, that hasn't worked, on any level. We have handed the initiative to Putin without a whimper. Welcome to extended war in the middle East. (And I'm a "goddamned liberal".)
It depends
What are the syrians rebelling against?
Since Putin has been using his bombers in Syria to support Assad (while pretending they're there to combat ISIS) it's probably inevitable that the US would offer some support to the other side.
Not to do so might encourage Putin to think he can move on, unobstructed, in his plans to re-assert Russian influence and a kind of Neo-USSR.
I don't see why it would be a problem. After all, what could go wrong?