We have a hybrid scenario with exchange on-prem (2016) and office 365. We also have Dir sync and SSO (ADFS). All user mailboxes are 365 mailboxes, and all mail routes to and from 365. Our on-prem exchange doesn't handle mail flow ( referring to autodiscover and MX, all points at 365).
When a user updates their profile picture in the 365 portal, we can see the pic on Skype, Outlook web and basically every 365 service.
My issue is that we all use Outlook 2016 client in cached exchange mode and when you view contact details from there, you don't see their picture.
If you take the client out of cached exchange mode and work "online" the picture appears.
I've tried adding the picture in AD, then I sync the account to 365 (AAD Connect), the picture then appears in the 365 services but again not in outlook cached exchange mode.
I've tried to add their pictures manually as an admin in the admin portal but get the same result.
Basically, anyway I try to add their profile pic I get the same result - 365 services...yes, Outlook cached mode...no!
Is this by design with our setup?