As per title, is this possible? Or perhaps via another method I’m not aware of?

Regards,

You want the VPN client after successful connection to login using hotspot ?

Not necessarily no. Just when a user connects via there vpn credentials, they get automatically redirected to a specified webpage. If there is a way for the hotspot to automatically pick up the new vpn user then great should be easy at that point. Is that doable? Actually this should be easy now that I think of it...

Another question.... Hotspot automatically show login portal if it detects that it can connect to the internet. What if your on an intranet? Can you configure the hotspot to check an intranet IP instead of public internet? Do I even have the correct understanding of how the hotspot portal works?