I'm just going to review all of the cards posted here.
Toll Road: This card is akin to Tactician but overall a bit worse for your deck(?) That's probably fine, though, because it's also an attack. I like cards that do stuff with debt and this is a cute concept that might work out.
Cobbler: This card is better than Smithy in the beginning of the game but obviously gets worse quickly, makes Copper trashing kind of awkward and leaves you with an overall low-quality deck. Still seems decent and interesting and best used in slogs, maybe.
Sacred Urn: I'm not sure this card is any good without Copper trashing. You sacrifice a lot of buying power in the early game to only potentially hurt your opponents. Unless I'm missing something, this card isn't any better than Silver, and thus overpriced at $4. Yes, opening with two of them for your opponents would suck for the other players but it would suck for you as well because you're not getting anywhere. I don't think this card would be fun.
Reverse Outpost: Too extreme and too specific to evaluate without playtesting.
Masochist: Accurately priced and might work. It's probably worse than any other draw card but if it's the only one you might still play it with a Village available. You'd almost always choose to discard but it's nice that you can choose Curse if you need to.
Honest Person: Very good in the beginning but gets worse over time in a similar fashion to Lookout. Hitting your Golds and $5-costs will hurt you way more than some might think as those cards miss the shuffle and you lose a lot of tempo as a result. If players repeatedly trash and re-gain their key cards the game might end more quickly than you'd expect. The name is lame.
Purse Maker: The total potential payload of this card is lower than Poor House's which is fine because the Poor House deck is difficult to set up. On the other hand, it's better than Poor House in the early game and easier to stack. Still this won't usually be worth buying over Silver unless you can trash all your Coppers.
Tyrant: The drawback is huge and thus I can only see this being worth buying in the opening. Playing it after your third shuffle will usually hurt you too much.
Enchanter: Too strong for $3, even at $4 it would be debatable. Also it's kinda boring.