Buy a copy of Proficient Motorcycling and if at all possible take a MSF beginning rider course. (They provide learner bikes.) Riding is not intuitive and you have plenty of time to study.
I'd build it to ride which means ergos which fit YOU. Old big twins sit pretty low which is a good thing. My very pro-Shovel wife hated guys who inflicted Sportsters on their SOs because Sporties are taller (due to scrambler heritage) and rode a kick-only Shovel she bought new and modded to suit her.
Lots of folks like the "beach bars" in your last pic, but I prefer styles suited to rapid countersteering so I wouldn't run "tiller" geometry bars if they were free. I run 14" apes with welded risers. To each their own.
Plan for the best front brakes you can fit at reasonable cost. Old chopper heads often dig drums but all HD drums are fucking garbage as front brakes, we are just used to them. I totally get the esthetic aspect but new riders don't need to centerpunch a minivan because they put cool over effectiveness. If you run a Wide Glide you have plenty of braking choices. Dual four piston calipers with stainless lines would do nicely.
I don't love the frame, but I don't want to make a bike look right just for scrutiny's sake when I'm going to end up with something I can barely get my leg over.
Lots of folks like the "beach bars" in your last pic, but I prefer styles suited to rapid countersteering so I wouldn't run "tiller" geometry bars if they were free. I run 14" apes with welded risers. To each their own.
Plan for the best front brakes you can fit at reasonable cost. Old chopper heads often dig drums but all HD drums are fucking garbage as front brakes, we are just used to them. I totally get the esthetic aspect but new riders don't need to centerpunch a minivan because they put cool over effectiveness. If you run a Wide Glide you have plenty of braking choices. Dual four piston calipers with stainless lines would do nicely.
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