Sorry in advance if this is too long and you've tried all the suggestions.
When you upgraded to the 360 was it a new box or a firmware upgrade?
It's highly likely that VM's back end systems haven't been updated to reflect you now have a 360 box and that 2nd level support would need to update the systems, although if tech support have changed the box then the systems should have been updated at that time.
Is this affecting all Catch Up/On Demand services all of the time, or just certain ones at certain times?
If it's just certain ones, then which channels and programs are affected?
Is the 360 connected to the internet via ethernet or wifi?
When I connect my 360 using 5GHz I often lose the signal to the 360, but have no problems using the 2.4GHz band.
If it's wifi try connecting to the 2.4GHz band (you might need to rename the SSID's on your hub to reflect this, I do this by adding 2G to the end of my SSID so it becomes VM123456782G instead of VM12345678)
Are you also using a third party router? If so make sure that it's connecting to the 360 with an IPv4 address in the 192.168.0.x range.
My brother in law had an issue using his 3rd party router, he'd checked some box on it and it was using IPv6 which VM don't yet support, even though it shows up in the 360 diagnostic screen. As soon as he turned off the IPv6 the 360 connected OK and played catchup/on demand.
If using an ethernet connection have you tried a different cable and/or port on the hub/3rd party router?
We also found he had issues with his connection when using an ethernet cable, however if he disconnected the ethernet cable and plugged it back in again then he was able to use catchup/ondemand.
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