re: Would it be possible to use the same email for creating each of those users so we don’t need a separate email for each profile?
Directory entries in Connections is not tied to a WP user account so it does not care if you use the same email address for all entries. That said… it you want the users to be able to edit “their” entry in the future, that would be a requirement. The entry would have to have a matching email address for the user logged in.
re: Can we just create directory listings without actual users tied to them?
Yep, this is how it works by default.
re: How does he plugin deal with user roles?
Can you be more specific as to the need?
re: The profiles will need to have several custom fields that users can use to filter search options (i.e. education level, height, hair color, hobbies, etc.). I gather we may need to use a custom template for that? Is that something you can help with if needed?
This would require the development of the related custom fields and a method to filter entries by the user selected criteria. I have nothing available to do this out of box so it would require something custom developed to meet your specific requirements.
It might be much easier to categories to do this. I’ve done other custom Connections project that have use categories to create a something similar in functionality that you are describing.
re: How secure is the protection of the information? We will have an SSL cert installed, but the information is private (medical purposes) and security is important.
If you add all entries as private and require WP user to login to view the directory I believe the entry details to be fairly secured.
re: Is there a way that users can add profiles to a ‘favorite’ list?
Sorry, no. If you are going to require login, I’;m sure something could be custom developed to meet your needs.
re: would you be able to help on an hourly basis?
I am available for custom development project for Connections.
Hope that answers your questions thoroughly.