1. We currently do not use Paypal subscriptions. We would ideally like to let them do a simple purchase for the first time. And then put them on a subscription after first period expires. May be a combination of auto responders with Product B available after Product A? Ideally, we want the product B (renewal) to be available only when the renewal is near.. Can DAP do this?

2. I understood that we can import customers easily into DAP. But when will their subscription expire? Like I said, people have purchased without subscriptions right now. Can we set their “purchase date”, and set an auto responder to request renewal?

See this video:
http://www.digitalaccesspass.com/videos/BulkAddUsersToDAP.php

Extract the content of importusers.zip and upload to /dap/bulk folder on your site.

Update the importusers.csv file so it has the users you want to import in this format :
emailId,firstname,lastname,password,Product name,address,city,state,zip,country,phone,company,flag to indicate paid or free user

Sample:

you@yourdomain.com,joe,,test123,Example One-time Product,99 hill ave,cityname,NY,12345,USA,,DAP,y

you@yourdomain-1.com,joe1,smith ,,Example One-time Product,99 hill ave,cityname,NY,12345,USA,,DAP,y

Run this script to complete the import:
http://www.digitalaccesspass.com/dap/dap-bulkImport.php