Good question. To the OP.
And some very interesting answers.
My thoughts, from someone that is still Bobberless, unfortunately.
In my short, 13yr, career of riding I’ve only had sport bikes, and was never even interested in ‘cruiser’ styled bikes.
I always thought they were too big/heavy and I love the speed and performance that, I thought, a cruiser could not fulfill.
I have ridden a few cruisers and thought when I was finally ready to ‘slow down’ I would settle for a VRod or M109R.
Fast fwd to the release of the Bobber, I automatically fell in love with this machine just on looks alone. I must have read/watched every single review on it and once I found out that it also had some performance capabilities, I was sold!
Alas, I wasn’t financially ready and thought I would get one later down the line whether new or used.
Then, Triumph drops the BB. I quickly went from want to NEED this bike.
Funny thing is, I’m still not really interested cruisers and don’t even like ALL black colored bikes (just a safety thing for me on the streets). Being I have a love for hotrods and restomods, the Bobber and more so BB just do it for me.
To, sort of, answer the question..... I would love have the original Bobber, but do think the BB is just a bit more icing on the cake.