I tried headspace for a while. I think it's possible it could be helpful but what really helped me at the time was getting in the habit of a regular practice of silent meditation. I found this much better than guided meditation and ultimately just used headspace as a timer.
The common recommendation, which I also now believe is correct, is that meditation will only work if you do it as close to daily as possible and the sessions must last pretty long, like 40-60 minutes. I found that when I managed this level of practice, I was actually developing the skills and getting somewhere with meditation. Doing 10 minutes guided meditation every once in a while when you feel stressed won't bring much. It's like trying to get fit, it won't happen if you just do a few pushups once in a while, you need a pretty strict routine.
So, like most good things in life, you really have to work for it. And that's not something that's easy to sell in app form.