Digital or HF
Neither IMO. If you're wanting to talk to folks locally, you need a good 50W UHF/VHF rig. Now if it does a digital mode as well, cool, but the reality is, most folk still talk on the analog repeaters. I've not personally been mobile in Calhan but I'd bet you can hit W0CRA/R and W0CFI/R no problem. I know I was into W0CFI/R full quieting from Byers. Don't skimp on the antenna. Makes ALL the difference from fringe areas. I run a Comet SBB-5NMO mounted smack in the center of my truck roof.
AB0L (Formerly N0KAI)
Kenwood TM-V71A, Kenwood TS-590S, Motorola XPR4550, TYT MD-UV380, Kenwood TH-D7A, BTECH UV-5X3, µBITX V5 QRP