The Gently Mad

Rob Walling on Finding Your Purpose and How to Actually Enjoy Your Life

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

Matt Giovcanisci on Getting Comfortable with Who You Are, and Making Your Own Rules

Matt Giovanisci is one those guys that I can talk to for hours. We have a ton in common, but just enough differences that it stays interesting. A lot has changed since his first appearance on the show, which you can listen to back in episode ??. I feel like we've both changed in some very similar ways since then. Where last time there seemed to be a lot of doubt and questioning, now there's assurance and confidence. And I think some of that only comes with certain amount of life experience. We talked about all the different projects we've both been involved in and, what the ultimate point of it all is, and how all these different interests and projects are connected. If you think of yourself as a generalist, or as the kind of person who really enjoys doing a lot of different things, this episode is for you. I'm definitely that kind of person and sometimes it can feel like I'm trying to do a million different things, and doing none of them well. We got into that exact issue and wether or not it's even possible to do a lot of different things well. I think Matt is a clear example that it is possible. But it takes time and hard work. He also just launched a new show, which was kind of the impetus for this conversation. Enjoy! Show Notes 28:28 - Chewbacca Bob 31:14 - The Hugh Hefner of pool care 47:04 - Why you shouldn't do what everyone else is doing 71:40 - What to do you when you fail 98:36 - What connects it all 122:37 - There's no such thing as a bad idea More about Matt Twitter Moneylab.co Matt's new podcast

Justin Jackson on Therapy for Entrepreneurs, Ego, and Coming Back from the Bottom

Adam and Justin talk about everything from parenting, to business building, to the things that hold us back as entrepreneurs, to why every entrepreneur should have a therapist, and literally everything you could imagine in-between.

The Gently Mad Trailer

The Gently Mad is a podcast about meaning, disguised as a podcast about entrepreneurship. It’s a bright-eyed and sweary look at what it takes to make a living on the internet (and still sleep at night).

The Many Voices of Justin Jackson

When Justin and I get together, things can get a little crazy...