I don't know how often a situation this extreme will actually be possible. I'm pretty sure that he will get his last 30 in the pot somehow. I guess if he were willing to check it down, it would certainly be worth it to let him stick around, especially if he would not be in the blinds.

However, this is a very relevant strategy on the bubble that I have started to use if I'm chipleader. I will occasionally give a shortie a walk if it means I can keep stealing from the mid stacked players IF they are playing tight.