Saying the Highball, Judge and 8 Ball are all similar is like saying a Fireblade, CBR6, and CBR250 are all "similar" - do we always have to endure the anti-cruiser sniggering by the Brit bike press? Multiple models on similar underpinnings? Triumph or Ducati anyone? Where's the snide implication when those two manufacturers do it?
Perhaps if you knew anything about the sector you could have told us about the Kingpin being lost as Polaris purchased Indian. The Kingpin's deeply valanced mudguards was always going to seem a bit nouveau-Indian and tread on the sales on the premium brand of Indian (think US$30k + for a Warbonnet). So, a quick restyle gives the bike a close fit wraparound front fender, as favoured by custom builders a few years ago. Cutting edge styling? Depends on what sector of styling you are talking about.
Pared to the bone, ultra-cheap bobbers may be more in-vouge at the moment than bodywork heavy pro-street customs that the Boardwalk mimics; but not everyone goes with the fashion - and Victory has the minimalist sector well covered with other models.
So, the Boardwalk: a retro-vegas? Works well as a base bike for building a Softail Delux style bike without needing Milwaukee metal. Why would you buy a £14k bike than throw parts of it away? Why do people buy £14k Ducatis then throw away all the bodywork for carbon and swap to a race system, etc?
Remember, the sooner you fall behind the more time you have to catch-up