Do not start off in email with a message and try to attach anything. Make sure you are connected to Wi Fi, click Data Manager. click PDF and make sure what you want to send is in there. Click the box on top with the arrow, click the box of the file of interest and a circle with a check mark will appear, click the printer symbol and a drop down box with a selection to e mail or print. Select Email. Type in the email address , The subject , and the message you want . Click send , next click the little paper  glider symbol and you're done.

I can't do that as well the problem is who you have your email account with I have it
with Google and Avery time I try Google sends me an email saying blocked because of
insecure device or something similar so I just take a picture with my phone and email it
to my acount if anyone knows how to bypass this I like to hear

 LOL, I often take a picture with my phone and send to Customers too, but What scanner do you have? I had my G mail address synched as my primary E mail account with my older Maxi Sys Pro and had no problem sending scan reports  by email . On MaxiSYS  I just never start off in my Email and try to attach and send anything, or try to email from the actual autoscan. In Maxi Sys I go to Shop Manager, click Vehicle History, select file , click the arrow to the right side top, select email from the drop down, type in the email address, the subject and the message I want included, then click send, then click the glider symbol after that and I'm done. I rarely waste paper and ink bothering to print. I do think the phone and photo is the quickest way but emailed report is more professional looking