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The nrfConnect manual method was the approach we had to use before the Firmware Update option was added to the App Loader. That the manual approach worked for you does suggest the App Loader may be the source of this 2v14 problem. Something for @Gordon to look into after his holiday. :)
I had a similar problem yesterday when trying to update my Bangle 2 (kickstarter version) to firmware 2v14 via the App Loader page. I got the watch working again by updating to the earlier version. (2v13).