I've been struggling with this for 3 days now while attempting to connect to a local API running Laravel valet. I finally figured it out. In my case I had to drag and drop over the LaravelValetCASelfSigned.pem file from ~/.config/valet/CA/LaravelValetCASelfSigned.pem
After verifying the installing within the simulator I had to go to Settings > About > Certificate Trust Settings > and Enable the Laravel Valet VA Self Signed CN
Finally working!!!