I can see the appeal of this game. The concept is interesting, the fighting animations look great, and the upgrade system is good. But for it to really click, I think it needs something extra. Like, more possible actions (I like your concept of "all in"), more upgrades/abilities, perhaps a parry system. Something I can do other than just click Roll repeatedly, that maybe also makes it feel like I have an influence on the outcome of the game.
By the way, I found an easy way to always win: Just spam the Roll button repeatedly. This works on all enemies, except Tequila, where you have to get 'em real low, and then play normally.
Another funny thing is that the upgrades are not reset when you click "Play Again", so after having played a few games, I now always roll 15+.