Yes, I’d recommend Headspace, to start. It makes it EASY, and really breaks down the technique in simple parts! I was arrogant before that and thought I don’t need a “guided” meditation, but I was wrong. I’ve also been using Waking up recently, though that definitely has a steper learning curve. Headspace is like a “elementary school” while waking up is “middle school” in terms of difficulty. I don’t think I would have been able to form a lasting habit had I started with Waking up. Headspace is so well curated. Today I use both- one session per day each.

I haven’t tried Calm and have no opinion it.