I need to reactivate a transfer that expired 2 days ago for a client but the button is grayed out. I have the Dropbox Plus trial currently.
Welcome to the community @cteafoe
Thanks for the screenshot. Once a Dropbox Transfer has expired, it can’t be reactivated, which is why the button is grayed out. The Reactivate option only works before the expiration date.
To resend the files, you’ll need to create a new transfer by uploading them again. You can find more details here: https://help.dropbox.com/share/create-dropbox-transfer
And if you're looking for an overview of how Dropbox Transfers work, check out this page