Attachment

Allowing files to be uploaded to your sever, and then emailed through your server to your members is not a good idea unless you have strict control over the users who are allowed to do that.

However, if that is something you need, and don’t mind the security risk, you can do that by purchasing Gravity Forms from Rocket Genius: http://www.gravityforms.com/
then you can get the Gravity Forms extension for the Member Directory to integrate with Gravity Forms:
https://stephensherrardplugins.com/plugins/pta-member-directory-gravity-forms/

Gravity Forms has a file upload feature, so you could add that to your contact form. The extension I created for Gravity Forms comes with a starter contact form you can import into Gravity Forms that will give you all the same fields and recipient pre-population and selection that my simple contact form has. Then you can add as many additional fields as you want, including a file upload field.

Because of the security risks involved, I will not be adding any file upload feature to the PTA Member Directory plugin myself.