Currently nm-tray does not support credential prompt for vpn connections as @teward says here https://phab.lubuntu.me/T29#2530.
Upstream says they don't have time to implement it https://github.com/palinek/nm-tray/issues/44
The workarounds for this are ugly: run nm-applet or connect via nmcli "nmcli con up id VPN_ID --ask"
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- Mentioned Here
- T29: Native nm-tray connection editor
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If someone wants to look a this, apparently here is the code that does the magic in nm-applet
https://github.com/NetworkManager/network-manager-applet/blob/master/src/applet-vpn-request.c
https://github.com/NetworkManager/network-manager-applet/blob/master/src/applet-vpn-request.h