I would throw in that the pirate train also would make sense for an unlawfully aligned freelancer. Pilgrim liners are just really old ships inrp, and frankly, i find purchasing a used old ship thats sturdy as hell and will last a very sound investment over the newer designs.
As a second idea, why not make more ships like the pilgrim? Older designs meant for a more industrial ruggedness, but less manuverable?