Sneaky Solution for #1:
Your hand consists of Village-Remodel-Remodel-Watchtower-Copper (or Curse)
Play Village, draw random card.
Remodel that card into something, reveal WT and trash it.
Remodel your Copper into an Estate.
I don't know whether gaining and trashing strictly is gaining, because the net result is not gaining.
It's one of those timing issues and I think you gain first, then after that decide what to do, so this solution may not be valid.
Easier solution for #1
Firstly, you try to Remodel a Potion-costing card (e.g. Alchemist) and there are no more in the Supply.
Then you just Remodel a Copper into an Estate.