You can do the 23" without the raked trees. We did our shop bagger this way. Change the fender and a few other things and you will be good to go. Let me know if you want me to elaborate on the process and post some pics although the shop bagger is a SG.
I'd like to see some pics. Although it is a SG it can give us a rough idea.
2012 FLTRX, 26" AS Bolt on kit, 26" Mad Wheel, Dirty Bird Top Shelf Rear, Yaffe Tank, B'Cool Front Fender, Fueling 574 Cams, Sikpies Exhaust, 12" Yaffe Bars, Alpine Head Unit, Hertz hpd4 amp, 4 Hertz Spl 6.5s, 2 Hertz st35s, 2 JL 8.8s, Voodoo Speaker Lids, Rear Air Ride