Thirded. I've bought a few books and tried audio, youtube videos... Headspace is the only thing that's helped me keep a meditation schedule for more than a few months.

I know some people don't like how much Andy speaks during the sessions, but I liked it a lot. It also helps with that "am I doing this right? Should I scratch that itch? What should I think about? Or not think about?" feeling that comes up, because he addresses those feelings a lot.

Can I just say how nice it is to watch an elevator pitch video without obnoxiously upbeat background music with ukuleles and what not. It makes the video more genuine and trustworthy.

Seconded, HeadSpace is amazing. Surprised to see it only mentioned here once.