You mean electron based apps? Yea I hate those. Discord, Slack are the worst. MS teams is cancer.
l personally don’t mind apps you can load through your favorite browser. Instant cross platform compatibility. I think there are some arbitrary connection limitations that make bandwidth or latency intensive apps less than ideal though.
This is definitely something you need to discuss with a local structural engineer. They will know the local code and how much can be supported. Also these types of garages are typically very bare bones in terms of structure so definitely going to be reinforced to support the roof AND addition. Otherwise it’s going to cave in. Plus you have to take into consideration adding new electrical, plumbing and HVAC ducts.
To get it done right. $60K for something of this magnitude doesn’t seem feasible, but I live in an area with a higher cost of living. So definitely find a good GC in your area and ask them about the deliverables/quotes.
I use Arch, btw