I actually didn't need to change anything with Squid, it must default to being active on the VPN interface. What I did have to change was putting the ACTUAL gateway IP as the proxy address instead of the PPTP pretend gateway as the proxy address (the gateway is actually x.x.x.254, the gateway IP in PPTP is set to x.x.x.253; x.x.x.253 gets me to the web UI, but the proxy doesn't work unless I use x.x.x.254).
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