I am selling a piece of software and I am giving a 30 day trial. To download the trial the Prospect enters his/her email. I would like to send out three emails, one immediately when the user signs up with details how to download, and a second one a few days before the trial ends to notify the users that the trial ends soon and how to purchase, and the last one when the trial ends with details how to continue using the software by purchasing a license.
Is this possible to accomplish using free tools that for example Hostgator can host, or is there any paid service that could achieve this.
Do you think it is a good strategy?