I think the downside of this logline comes from the motivation?of the lead character.

In a story, the lead character must want something more than anything else in the world. And if they fail their whole world will come crashing down. (Sometimes metaphorically?sometimes literally)

In your story, the lead is motivated by a drunken dare? So basically if their plan succeeds, cool: if it fails, cool.

Why should the audience care if the lead character succeeds if the lead is just doing it on a whim? (And by ‘why should the audience care,’ I mean it should be in the logline)

So I would start with the question. What does the lead character want more than anything in the world? Then build your logline around that and you will see a big improvement in your logline.