Hi yamminos, I think I know what would work well for you.
Log into your website, go to WP Membership -> Add-ons and install After Login Redirection add-on.
Create the pages for each Membership Level. Add a link to the PDF file for each membership level in each page that you created. Add the page URL for each membership level you created to the After Login Redirection. That is all you have to do.
Remember to protect the page and only allow the right members access to the page. Do the same for each Membership Level you create.
Regards