What does your customer want - New?
I recently bought two trailers new, specialist but you can get them second hand with maybe a few tweaks, at 55k each. My thinking was that a. It looks good from the customers perspective, b. It should give me no serious problems and c. I’m thinking long term, I can ‘forget’ them for a while and if either the contract finishes or changes it’s still a saleable asset.
Personally, I’d rather go for option two over three if option one doesn’t appeal to you.
Don’t know if that helps really. Ultimately there isn’t a right or wrong, there’s only what seems best to you.