[Chargers In 07]

In hand 2 I'd just push the flop after the push by shorty.
In hand 3 I'd probably just c/c the river unless he'd call that big bet with a Jack which some terrible players would.

Also with overly loose players in general and deepstacks like you had it's ok to bet more preflop than the 4bb+1 more per limper because it's not like they're folding and it's easier to get money in post flop. Make it $2.50 - $3.50 and he probably still calls.