Charles Proxy Automation
mmazzarolo.com
mmazzarolo.com
I use this in conjunction with hostapd to run a wifi network off of the back of a raspberry pi bridged to the main router, which lets me decrypt HTTPS traffic transparently when I need to do some serious app debugging. Of course there's still some setup required on the device to trust custom CA but I find it to be easier to configure than Charles.
Device will use internet over VPN and on VPN server you will run Charles to catch everything.