Have you ever sent a Lync message and received this error when you KNOW damn well it’s not too long?
It turns out Lync has two maximum message length policies: one for the first message in a conversation, and one for subsequent messages. Why? Nobody knows. Probably to slowly drive us mad. The “first message limit” is ~800 characters, while subsequent messages can be ~8,000. I know, right? Many systems (like Sharepoint) are capable of easily producing >800 character URLs for basic site features (like Sharepoint document history links), so I always have to start the conversion with a short pleasantry like “Yo” and then paste the giant link as a separate message or I get the angry “This message is too long. Please shorten your message and try sending again.” error. YOU’RE WELCOME!