I'm pleased with my OTA setups. I'm reliably recording all 6 digital channels off a HD Home Run in Calgary, and I'm getting 5 digital channels at a 2 edge location outside Edmonton. I've had to give up my weakest UHF outside Edmonton so I can turn my antenna to get the two VHF channels.
Punching in a generic postal code for olds into tv fool, I think your friend has a pretty good shot at getting Calgary, with all the channels broadcasting from one location. Olds looks to have a very similar tv fool report as my Edmonton install.