Same problem here. 2020 w/ tech pkg. No remote connect working. I tried to activate it only this week (had car since october). Also I can't get the weather work. Was advised to "try again later". It's been like that for about 2 weeks now, despite working for the first two months. Dealer says its should refresh every 90 mins from my phone or the radio, but other posters suggest the weather and map is downloaded from HD radio signals, which Edmonton has none...Unfortuntately I just had my car at the dealership's service department this morning, and still no Remote Connect Services. The service manager told me that this was a "Toyota problem" and there was nothing they could do (which I found ironic, because as far as I was concerned Red Deer Toyota IS Toyota, so wouldn't this be their problem?).
Is your weather working?