Can't seem to send documents. Getting error message before being able to send

[Clean Initiative]

I've made mutlitple pdfs for signature but this one in particular doesn't work for some reason. 

Additional details: 1 prefiller and 2 signatures.

Anyone ever been through this or know how to fix? 

[MichaelKazlow]

If you can do others but not this one the file may be corrupted. Recreate from scratch.