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Hand 1 - easy push. I know that you're thinking that the short stack is short enough for you to fold what would normally be +EV decisions like this, but he isn't. If shorty had maybe 1BB I would fold here - at 3.5 he still has a chance to double up and make you regret folding here.
Hand 2 - I don't like your 4bet preflop, just call his raise. As played, you need to cbet the flop, and the only meaningful cbet is a push.
Regarding reraise sizes, you don't want to be giving your opps good odds on a call preflop - You need to make them make mistakes by calling when they don't have the odds/implied odds.. Your raise of 220 meant that villain had to call 220 into a 690 pot, >3:1 so he should really call with almost anything, given his 3bet range there's no way he should fold. A raise to 600 would make villain have to call 420 into a 890 pot, giving just above 2:1. The slight change in your bet sizing makes a big difference.
The other advantage of 4betting larger is that you can manipulate the size of the pot so a shove cbet isn't an overbet.
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