Calgary has overall weather that is bearable despite reaching -40. Even though its cold, humidity is low so it's not bone chilling and you get so much sun even in winter. Chinooks give a break to the winters so you can get +5-+10C on some winter days. Yes its cold, it's Canada, but it is not too bad considering the alternative is doing Vancouver where its over 140 days or something stupid of no sun and just rain. I have friends who lived there and say people actually wanted to kill themselves last year when they never saw the sun for half the year. Also its expensive af.

Calgary has a small town vibe but it's a city. Great for outdoorsy activity and as you said, close to the mountains, but there's a massive park in the city that runs through it basically all the way north to south. Lots of quiet roads outside the city for summer riding. The only down side is the lack of pools for the size of the city, but eh, every city has it's down sides.

Food scene here is also really good, we are world renown for beef. If you have a chance, theres also a pretty big coffee scene here; Monogram, Analog, Phil and Sebastian's to name a few. I am not sure if you are heading back into the city but check out Eight Ounce Coffee, they have a show room (might be closed with covid still) but the owner is an awesome dude and they are a primary distributor of both high end coffee gear and beans all over North America; they have some really, really nice shit.

Really enjoy the videos Eric. I also sit on zwift/the trainer way too much living in such a beautiful city.