10 Votes in Poll
I think first team wins mostly due to Spider-Gwen, well, mainly because of her, but lets see each team's members.
Team 1
Gwen out-paces all other fighters with light speed reactions, her invisibility can help get the drop on them, as none have faced such a power (Maybe Tai could sense her chi or something, but that is a maybe). She survived a massive building explosion, and overall she is possibly equally skilled or more than the others.
Michael doesn't seem very useful to the team, unless he can use his stealth to get the jump on Leon, but Leon is the only person who I'd say Michael can do harm to, maybe Medic too, but I'm not sure about that. Michael is certainly also hard to put down, his endurance is probably the main thing for him apart from stealth, but he still is a mortal man, so enough damage will kill him.
Buggy can survive his limbs being removed, and has a bunch of weapons at his disposal, but other than that, I wouldn't say much is noticeable.
Team 2
Leon has a lot of weapons, explosives, guns, and a few more, and his own skills and quick thinking has lead to him besting even the most deadly and powerful zombie foes, so he could put a good fight up against Michael at least, but the other two seem far too out of his league.
Medic can use his healing to help, but I wouldn't class Gwen as stupid, and her webs and super fast speed would likely have her yoink the medi-gun out his hand and smashing it, or even his back-pack thing to stop it functioning, but when Gwen notices Medic healing or using his uber charge, she will catch on and quickly destroy it, and this isn't to say Medic is useless without it, but this removes the healing and invincibility hax from Team 2.
Tai Lung is arguably the most dangerous and skilled of all these combatants combined, trained all his life, defeated hoards of rhino guards, his old master and the Furious Five, he will pose a large challenge to even Gwen. Though I don't recall that he ever used ranged chi attacks or moved at light speeds. He could take any hits from Michael and Buggy with no sweat I'd say, he is just out-matched by Spider-Gwen's speed and spider sense, not to mention he hasn't faced anyone like her, so he wouldn't be prepared for what she is capable of, she can blind him, restrain him, and swing him around with her webs, can predict his attacks, and overall is too different of a fighter for Tai Lung to predict.
In the end, Team 1 wins due to superior durability/endurance, speed, and intelligence, but Team 2 does win in the experience category via Tai Lung and his decades of training with the best teachers.
What do you think?