What’s the most awkward client email you’ve ever had to respond to?

Hey everyone! I’m launching a tool soon called Tactfully, which helps freelancers and founders quickly draft replies to difficult client messages.

Building it got me thinking, what’s the wildest or most awkward client email you’ve ever had to deal with? Whether it was massive scope creep, a crazy lowball offer, or chasing down an unpaid invoice... I want to hear your best client war stories!