I have a site which is a large database of people that have different knowledge in different domains, such as teaching (maths, french, science etc...)

On the site there is a page where you can search people base on different request, such as distance from home, grade, sex.

Now, I would like to add a page where people that are looking for mentor will fill a request, and when a tutor in his area of search will match request, a email will be send to this researcher. Because I know for sure, that when in January you look for a math teacher for your 10 year old son, and you find none, you won't go again in February, March... and on and on just to see. Maybe there is one now, you want to be informed when the tutor will get into database automatically (more or less like www.jobboom.com)

So the question is, what CMS do I need to be able to do that ? Wordpress, drupal or something custom made?