mostly i would say it depends on what they nee.
If they need a lot of items that are purely cosmetic, than go for the true clubman, british style, as those almost always look the best and also allow for some pretty cool ideas to be incorporated into them.
Street trackers are cool, but i just dont know how many people appreciate them at all.
as to the bobber, skip it. While it might look ok, every one i've ever seen has ended up just not looking right as the bike just doesn't lend itself to that conversion with the greatest of ease.