honestly gmail is a very friendly mail destination. fix your spf/dkim/ptr records and they'll probably accept the mail.
all the shitty servers around are MUCH worse and handle spam way more brutally. Microsoft/Hotmail, most ISP mail servers, give generic error messages and block whole ranges by default, and getting something unblocked is a big fucking waste of time.
@CobaltVelvet ok but gmail blocks zip files, I don't call that "friendly". :r
@Madeorsk i can't remember the last time i received a .zip by mail that wasn't malware
tbh mail is just awful with files. it feels and works like it was improvised on top of another protocol.
@Madeorsk just sent myself a zip on gmail, worked fine