I get what you're saying about preserving our stack, although I think you're overvaluing our edge in future spots, this being a 25k high roller. By shoving, we lose the value of allowing him to 4bet bluff, and we make ourselves easier to play against from the blinds. This will actually encourage him to open wider vs our blinds, which will result in slightly less future profitable situations. I don't believe it's worth it just to avoid the added variance of sometimes playing out of position with 88. We only have a pot sized bet behind if he calls, so it's not a terrible spot to be in even vs Ik