When there is both Cisco video conferencing equipment and Skype/Teams-certified devices in the conference rooms because they are managed by two different departments that purchased conference equipment separately.
Secret Teams chats that only the ingroup is part of, yet often at all-staff meetings they mention their inside jokes from the chat and then go “oh whoops only some people will understand haha”
No documented leadership hierarchy or organisation structure when there's more than maybe 10 people working there. If you have to waste your time fighting out who everyone is and you can't do it in a single meeting where everyone can introduce themselves, then the place is too big to not document roles and responsibilities officially. It leads to closed circles of people who hold the necessary historical knowledge to get anything done.