I think it's a real shame that Polaris dropped Victory though I get you have to make money and Victory wasn't doing enough of that for Polaris.
Having owned both a 2014 Judge and 2012 Cross Roads, they were good bikes. The Cross Roads did bore the hell out of me, though out on the open highway it was a smooth machine due to it's air suspension. The Judge was a great 1-up bike, my only complaint was the pegs touched rather quickly even in the slowest of turns, it needed a lift of about an inch or two. I'd likely still be on the Judge had I not traded it for the Cross Roads. I never found either under powered, I kept up with most bikes without trouble. Sure, the Victory line wasn't a 0 to 60, go like hell bike at every stop light bike if that is what you need, but no slouch either! The bikes pull like freight trains but I had no delusions I was gonna stand a chance against bikes outside of the cruiser class. For what the Victory motor and transmission does, it does well. Rock solid from my experience and I know a number of Victory owners that all say the same thing.
Okay, so how come I stepped away from Victory if I am such a "fan boy"? That's a long story but it has hardly anything to do with lack of power, performance and such. Short answer, I walked away from the Judge because I wanted a two up bike as I thought my wife would go out riding more. The Cross Roads turned out great for that but when she only went like once or twice in a 6 month period (plus I just didn't like the weight of the Cross Roads) it wasn't enough to justify keeping it for how infrequent she went. You gotta love what you ride and I didn't love the Cross Roads.
Victory suffered from what many of you have already talked about or alluded to. Styling and appeal. Most of their bikes were too similar and were boring. They were just starting to weed out much of their line-up but it was too little to late. The Octane gave the impression of a Scout wanna be, my opinion, it was a much better bike. Had it come out before the Scout, I don't think Indian would of had as much success with the Scout.
Indian suffers badly in my opinion in one area. They lack a solid V-Twin in the $14K-$15K (USD) range and the Scout isn't it (Victory had too many in that range). Don't get me wrong, I like the Indian brand and think Polaris has done an outstanding job resurrecting it. I had a Scout on order when it was introduced but gave up after the long delays (that's how I ended up on the Judge). Buddy of mine owned a Scout and traded within 6 months for the Dark Horse and said "I am so glad Allan I did it." and he often goes on to say "you wouldn't have been happy on the Scout for very long".
After all that talk... I am very happy with my Triumph T120. It's an unbelievably easy bike to ride. Nimble, quick, excellent tech, compared to the Victory bikes, has more bang for the buck. I don't feel the T120 is great as a two up bike and I know others might well disagree with me on that. I didn't buy the T120 with that in mind. I bought it because I felt it was the right bike for what I want it for.
My apologies for the rant... Stay safe out there!