I've taken over an account that has a SBS2011 (2008 R2) OS and when I checked on the Windows update status, I learned that the Windows Update feature was corrupt. When I resolved this issue, I learned that 98 updates need to be applied. The server is a production server and has been installed since 2013.
I've not experienced this number of updates on a peroduction server and am concerned if I just throw the update switch and let it run... I could experience bigger problems.
If anyone has experienced this before and, what is the best/safest way to approach this challenge?
Thanks, in advance, for your consideration.