Hi Joel,
That needs some work but I have done it already for another website and if you follow the steps below it should work.
First you need to install three modules modules:
- PDF generator
- Mail System
- Swiftmailer
Drupal’s default mail system can’t send attachments. The only way that can is Swiftmailer and in order to change the mail system after you install Swiftmailer is with the Mail System module.
PDF generator and Swiftmailer require external libraries. The first needs dompdf again and works with ludwig but the second needs the swiftmailer library that needs to be installed in a way similar to the Entity print.
After you have installed and enabled all these modules and set the Swiftmailer in the mail system as the default one for webforms, you need to follow this guide https://www.youtube.com/watch?v=Zj1HQNGTHFI&feature=youtu.be&t=213
It shows you how to create a webform and to generate PDFs and attach them and send them to the submitters.
If you want I can’t copy all these modules to your website and enable them in order to save you time and then you will have only to create the webform following the Youtube video.
If you agree let me know to which website should I install them.