Totally get where you're coming from. I really recommend the Sam Harris "waking up" app. Really helped me and I think it appeals to the more skeptical and rational people you find on HN.
Basically the principles behind meditation are explained at a much deeper level, and in a way that allowed me to transfer it more into my every day life. Headspace seems to just revolve around following the breath, whereas this is just a small chunk of what the waking up app teaches you. I recommend giving the free trial a go and see what you think.