Rob Walling is a man of many talents. Over the course of his career he has been an programmer, a freelancer, a bootstrapper,  a business owner, an author, a speaker, a podcaster. The list goes on... A few years back he founded  Drip (and email marketing company), which he later sold to LeadPages. It's a path that many of us aspire to. But what I loved about Rob's story was his realization that there are different kinds of freedom, and what we think will make us happy in the beginning, almost never does, and changes dramatically with the passage of time. We talked about the struggle of finding meaning and purpose in our lives and how that relates to our work, as well as Rob's own realizations about what really matters and why it takes so long to figure that out. I thought we were going to talk a lot about entrepreneurship and building meaningful business. And while, we did talk about that, our conversation ended up being a littler more philosophical (which are my favorite kinds of conversations). I hope you enjoy this episode as much as I did. There's a lot to glean here. Happy listening! Rob Walling: @robwallingThe Gently Mad: @tgmpodcastAdam Clark: @avclark