DaveFlash We actually went the extra mile and send custom "complication" notifications to update the complication. Unfortunately, there's a bug in WatchOS that sometimes causes the notifications not to be delivered properly and then the notifications get stuck at Apple's side.
After a while, it usually starts working. We found that having the watch app open while making a transfer on your iPhone sometimes helps all the notifications get "unstuck" at Apple (this causes a notification to be sent to the wach app and somehow makes watchos remember that they have to be delivered).
(Apple is aware of this bug, but there's no fix for it as of now)