Ok, concerning the newest app, at least the Android version, I think I’ve figured it out. Go to automations, set the IF for the one person (member) leaving, also add IF for the time window you want this to happen, if it’s in a certain time frame, and then, under THEN, set your controls, make sure to double check as mine needed a second tap to make sure the lights were turned off after that one person left, (early morning work commute) and that should work with the geofencing, if geofencing works for you.
One way to try and tell if geofence actually works, what I did, is turn my front porch light to on when I arrived home by presence. So now, for me, my light comes on as I round the bend to home. I verified when the light went on by looking at the device, then history, and it comes on about 30 seconds before I turn in my driveway.
As a side note, make sure on your android that smart things can use your location -always-, not just while using the app, in location settings.