Lookout is one of my favorite cards, but Donald X has said it is likely to be replaced due to the fact beginners are scared to play and it and be punished. And lookout becomes terrible later (which I actually enjoy, but let's design a replacement)
Deck Officer | Action | $2
+1 Action
In either order: you may put a card from your hand onto your deck; and you may trash the top card of your deck.
Deck Officer can randomly trash from the top of your deck in the beginning of the game. In the mid-game, you can top deck the card you want to trash reducing your hand size, but hey, now you can trash the curse you have in hand. Note you can do these action in either order. So if you prefer to trash and then top-deck a card you can. Both clauses are may, so you can simply get +1 action from this and do nothing else.
This deals with Seasides top-decking theme. This is a card that trashes from the top but can also set up cards on the top. If you have a native village in hand you can trash the top card of your deck, then top-deck a card you want Native Village to secret away. Or maybe you want to set up your next turn with a spare village. I dunno, your choice!
Deck Officer is apparently the name of the person who keeps watch on the ship. Kind of like a lookout. Of course it doesn't churn through as many cards as lookout so that's my justification for pricing it at 2.
Open to feedback!