Re: Sadly, it all ended in tears....
Assuming you raise with any 2 cards, he should call with a lot of hands (using SnG PT):
A7s+
A9o+
KTs+
KQo
66+
That is the full range of non-negative EV calls against your raise with any 2.
Now if I plug that in to his calling range, it's clearly correct for you to raise with any 2.
I think what happens here is that despite UTG being forced in next hand, you are so short stacked that your equity is low as well. Thus you don't lose much by calling and getting knocked out. However, should you call and win you gain a lot. This widens the range of calling hands. Should you have even slightly more chips, say 1000, you should only call with TT+ (even AKs is negative EV).
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