Have you seen this issue ?

Tweet By David James – Windows October patches broke #configmgr/#memcm’s ability to download o365 patches. we are working on a hotfix, and KB. The break is caused when the machine doing the download (admin UI, or ADR) is patched with oct’s 10b patches; causing a cert failure.

————————-

Workaround

————————-

only work around for now until a fix is released, is run the Admin UI on a machine that isn’t patched to 10b; and manually sync the o356 patches.