I’m not in the Bay area but I’ve climbed some crazy hills in LA using just a single 6374 149kv motor with 83mm wheels and a 10s4p Li Ion battery, though there have definitely been hills where my drive wheel couldnt grip the road and I started sliding backwards. I’m upgrading to dual diagonal 6374’s and downsizing to 80mm wheels to hopefully eliminate this issue.
I would recommend not cheaping out on trucks or motor mounts…my motor COULD take me up and down hills all day long but my motor mount would always get yanked loose and would never stay gripped to my cheap cast trucks… I’m upgrading to Ollin Boards machined motor mount with an idler pulley; it’s tough to commit to the $500 price tag but Ive easily spent WAY more than that on commuting when my board wasnt working due to the motor mount coming loose every couple days.
To put it all into perspective, I paid $500ish for a Barajabali ChiBoard battery, $350 for 2x Ollin VESCs (not available for sale anymore), $500 for trucks and motor mounts, $160 on 2x motors, $60 on wheels, and am using a cheap mini skateboard deck i found at goodwill for $20. I’ve easily spent DOUBLE this amount on cheap parts and the cost of not having a working board to get to work every day for the past 2 years…honestly really wish I would just bought all the nice things first so that I could stop replacing parts sooner!