I have been asked to test a new project, which is a web application for performing job searches. I've tested these kinds of products before, but this new project implements machine learning to enhance a couple features. These features include suggesting suitable jobs to a profile, and sending out targeted jobs via emails. 

I've not tried to test a system which relies on machine learning. How would I go about doing so? 
Specifically, how would I test this system to test that profiles are being sent 'correct' jobs via emails and through the website?