Hi Brian,
Thanks for checking out our plugins!
There is not currently a feature specifically for uploading attachments to events, but what you could do is add a custom URL field (which is a feature of Events Calendar Pro) and then add the link directly to the attachment that you’ve uploaded through the media library. You could also link to a Google doc, or anywhere else you may have the content uploaded.
If you’d like to take Pro for a test run, we do offer full refunds within 30 days of purchase, so feel free to do so! Please let me know if you have any other questions.
Thanks,
Jennifer