Well with a year's plus of updates to catch up on, you were asking for problems...
Unfortunately, although MS have started releasing rollup packs they haven't made them as easily identifiable as the old SP's. Plus due to various cock-ups you are well advised to install certain updates out-of-release-sequence. If memory is correct there are articles on the web that list these key updates.
In clearing the update logjam I found it helpful to:
1. Only enable installation of important updates
2. Disable the Win10 update settings (used GWX Control Panel).
3. Disable participation in the Customer Experience Improvement Program, before starting WuP.
4. Disable any AV/security software.
These actions will remove many updates from consideration and avoid some conflicts arising from trying to install recommended updates at the same time as important updates. However, you are still well advised to be selective on which updates to install as I've found the third-party device driver updates to be the most problematic and so tend to install them individually.
Once up-to-date with important updates repeat with the optional updates - taking care to avoid some of the problematic ones, such as KB3192403 the October 2016 Preview of Monthly Quality Rollup...
Once complete, run Windows Disk Cleanup and clean up system files ticking the new option "Service Pack Backup files". Then take a full disk image, so that you can always recover our system to this point.
However, do plan on the whole process taking a few days...