Indian Challenger Dark Horse

"The best performance bagger America currently makes, full stop."

The Challenger Dark Horse is Indian's strongest argument that American cruisers don't have to be slow, wallowy dinosaurs. That 108ci PowerPlus engine is genuinely brilliant — smooth, torquey, and pulls hard well past where most riders expect a V-twin to give up. The riding position is aggressive for a bagger, which divides opinion sharply. Some love it, some spend half their ownership hunting for different bars. Check that before you buy. Used examples from 2020-2022 had some early touchscreen gremlins and occasional Bluetooth pairing frustrations — minor stuff, but annoying. Inspect the front fairing lowers for stress cracks if the bike's been dropped or loaded hard. The lean angle sensors and ride modes all work well on pre-owned examples I've seen. Dealer network is decent but not Harley-level ubiquitous, so factor that into your decision geographically. For the money used, nothing from Milwaukee touches it on outright performance. You're buying a genuinely modern motorcycle wearing bagger clothes, and that's a compliment.