IPad won't reboot after upgrade

I am trying to help a colleague who fears he may lose all the data on his iPad. After he downloaded the latest OS software to his iPad, it will no longer reboot and just freezes on the Apple Logo. I have tried connecting to iTunes on his Windows Laptop which again fails.
If I force a reset, I guess he is going lose all the images on his 64Gb iPad as he hasn't backed up to iTunes for some time. Whilst he does appear to have most stored or duplicated on his Laptop he also has an iCloud account. My colleague due to his age has become very confused with regard his passwords and Apple ID. However he enjoys the simplicity of using the iPad which seems more important, just to get that working again. He is resolved that if he loses information then so be-it.
Once I have got that working again I can then impress upon him the routine for regularly syncing to the Laptop. Sadly many users don't understand that an iPad is not a computer and therefore can't appreciate the importance of regular backups.
Whereas we used to have computer specialists, now suddenly everyone has been encouraged to become a computer techie! I do feel that Apple and Microsoft should do more in supporting the public in this developing Digital age.
I would appreciate any advice re resetting the iPad via iTunes. Thanks......

When I tidied up my colleague's Laptop, creating more disk space, I then updated the iTunes software. In turn, this managed to update the iPad software. In restoring I noticed his last iCloud back-up had been in 2012, although there were several more recent iPhone restore dates. In taking the option of using the 2012 iPad back-up date (as there were no more recent), am I now able to use any of his more similar iPhone restore points for his iPad?
Unfortunately, my colleague suffers from Parkinson's disease and his files and hard-drives are a total mess. His 64Gb iPad was also full, I guess. Naturally he gets so much pleasure from his iPad. I copied as much as possible to an external drive and slowly recovering most folders.
There must be so many more elderly users, facing similar problems. His nearest dealership would be 80 miles away and their support would cost him an additional £75!!!

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