Outlook 2016 shared calendar not updating

Wondering if anyone else has come across a similar type issue?

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We had to rebuild their outlook profiles to get the shared calendar to work.5 people have access to this calendar: Peter, Lois, Chris, Brian and Rupert.Brian makes an entry on the calendar for Thursday, June 1st at 12pm to let everyone know he'll be unavailable due to "scratching himself"When Peter checks the "Stewie4Life" calendar using his desktop version of Outlook 2016 - he does not see Brian's new calendar entry.Visit Stack Exchange A shared calendar is not automaticly updated anymore.When the user creates an element in this shared calendar it does not get sync. But when he presses update folder (in the menu - send/recive) then the calendar gets updated/synced too.

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