I only recommend Pro Anglers if you are fishing 100% of the time. They make crappy cruisers if you're going more than a few miles. Otherwise go for the Outback or some other model.
To each his own for the new vs. used. (I have one of each right now) But to say that the Pro Angler is a crappy cruiser, when you're comparing the Outback, might be a bit of a stretch. The Adventure is the best Mirage Drive long distance cruising kayak that Hobie makes. The Revolution 13 is probably the second best. Once you get to the Outback, Pro Anglers or Sport for longer distance cruising, you're talking about boats that weren't designed with long distance cruising as a top priority.
The most popular suggestion on this board, has always been to test ride the boats that you are considering. Everyone has different tastes and preferences. What one person considers slow, the other might find to be fast. What's comfortable for one, is less comfortable for the other.
This is really why it's hard for others to tell you which boat to buy.