utc,
Did you determine the VMGs via a GPS read?
fwiw, in my experience, the getting the back foot out is about being able to stay sheeted in as you would need going upwind.
For me, seems that your issue isn't so much with heel, etc but what the difference is between sailing with and without a harness. I do know that sailing upwind powered up is a good way to reveal if one has their harness lines/hands too forward. I'm wondering if you pushed the lines back a touch on the boom (try a couple of cm), you could stay sheeted in better going upwind? Sam Ross in his video really puts the hands back to keep the front of the sail open as well.
To get heel, you need both speed and pressure under the front foot. Otherwise, pulling the board over just makes it want to round up and touch down.
Obligatory berowne (yes, I know it's about racing but, imho, I've used the same principles on a 54. and 4.7)
www.seabreeze.com.au/forums/Windsurfing/Foiling/Foil-Racing-Upwind-technique-top-tips-please-?page=1Obligatory Sam Ross
Going upwind on a 5.4 and 75cm board