I get what you're saying. I'm not in the target demographic for this car too being 49 years old. But this car has enough appeal to me to purchase it. If you see my posts giving feedback on what I think of the car, I use this phrase...."The C-HR is a half done car." What I mean by this is there are so many deficiencies which are easily corrected by Toyota to make this a great car. Yet Toyota refuses to address many of the problems.
On the top of the list is the engine. Toyota should have put in the engine from the Corolla Hatchback into this car. It's proven to fit without issues as the Lexus UX250 has the same engine and trans in it. The Lexus UX250 is built on the same chassis as the C-HR. It's inexcusable to have a car such as this do 10.5 second 0-60 times and being the slowest car in this segment. The HRV will do the same sprint in 8.6 seconds.
As you've pointed out, the placement and the number of USB ports is also plain stupidity. For a car targeted at the tech savvy younger crowd, I don't know what Toyota was thinking. I've gone on and on about the atrocious handling of rolling out Android Auto in general by Toyota. For 2020, they could have addressed the USB port issue. But chose not to. At least the 2020 has Android Auto. Also, they've corrected the headlight situation which is good because the halogens are frankly a safety hazard. I upgraded my headlights to HIDs the first week I had my car.
For your warm up issue, as I said, all you need to do is turn off the Auto climate feature.
The loose change problem is solved by buying one of the myriad of trays out there that go under the center console arm rest. But this too isn't ideal as Toyota should have designed the same tray integrated into the flip up arm rest assembly.
Unfortunately, the car you needed to buy based on your complaints is the Lexus UX250. As it does have the power lift gate feature from the factory. To be fair, I wouldn't expect the C-HR to have this as it's not targeted at the luxury car market. As far as I know, none of the C-HR competitors have a power lift gate either.
For the nav situation, I agree Scout is terrible. But I'm waiting on feedback from someone on another forum about the CarPlay2Air device. If it works, this will be our way to have Android Auto now instead of waiting for Toyota to get a clue about releasing a firmware update for us 2019 owners. I have a thread going in the Electronics sub forum discussing this.
2019 Toyota C-HR LE Silver Knockout Metallic
2013 BMW 135i Carbon Black
2009 Ducati 848 Pearl White/Black
2004 Kawasaki Ninja ZX-10R Black