@mbirth,
After some experimenting I managed to upgrade to v4.0 (it took using the new GCD file and manually dragging it to Web Updater).
Tried your suggested procedure (Holding top right button pressed; and without releasing it turning the device on). The watch proceeds to boot even before I release the D2 (top right) button.
Doing so after copying the patched 5x Plus gupdate.gcd file made no difference.
The watch did recognize the patched firmware ("v310 Available"). Choosing "Install Now" the watch proceeds to install the update, but still boots as D2 v4.0. I tried several times - including while having the top right button pressed during the update and through the boot process - with no luck.
Thanks again for your continuous support!
Edit:
@mbirth,
Posted my previous reply before seeing your latest one.
I downloaded a current 5Plus gcd file, and dragged it to the Web Updater desktop Icon. Pressing the top right watch button (while watch is off), and connecting to the sync cable - the watch proceeds directly to boot (not pausing a the blue triangle) - not sure I'm correctly following your instructions...