Jan 03

Startup to $15 Billion: Finding Your Life’s Work with Shopify’s Harley Finkelstein

Harley Finkelstein bounced from DJ gigs to a t-shirt business to law school before joining a small internet startup in 2009 dedicated to helping creators and entrepreneurs make money doing what they loved. Today, he's the Chief Operating Officer of that same “startup" called Shopify now serving more than 600,000 businesses - and worth more than $15 billion. In this episode we cover a lot of ground - from his early gigs, through struggle, failure, rejection... read more ›
Dec 26

The Secret to Making Resolutions You Can Actually Keep

  Happy Holidays! Today's podcast is a twist on the usual - no guest, just some important ideas from yours truly that may help...IF you want to make changes in your life. First, there's a crazy stat -- something like 80% of people fail to achieve their New Years resolutions - and most give up within the first 2 weeks of the year. Yet here we (all) are, back to reflecting on how the past... read more ›
Dec 13

It Doesn’t Have to be Crazy at Work with Jason Fried

With so much information, and gadgets and access and hustle and email and …and.. aren’t you overloaded at work!? It’s understandable and it’s a real problem. If this describes you or someone you love…you’ll LOVE this episode of the show. Enter: Jason Fried.  He’s the brilliant NYT best-selling author and co-founder of the software firm, Basecamp.  Since long before meeting Jason in person he’s always caught my eye as perhaps THE outspoken thinker / critic... read more ›
Nov 28

Love, Service, and Living Your Truth with Danielle LaPorte

Let’s face it. We all have our inner journeys and the compulsion to improve, yet how can we both be growing and improving without feeling less than or inadequate?  It’s a trap. ENTER: Danielle LaPorte - a best-selling author (White Hot Truth, The Fire Starter Sessions, and The Desire Map), poet, former think tank executive and business strategist - and she’s on the podcast today to help us, among other things, to reconcile these competing principles. As one of... read more ›
Nov 14

Seth Godin: How to Do Work That Matters for People Who Care

Legend alert!!! Seth Godin is a force of nature and a shaman to so many creatives and entrepreneurs. He has taught and inspired millions of entrepreneurs, marketers, leaders, and fans from all walks of life, via his blog, online courses, lectures, and his 18 (yes, count them - 18!) bestselling books. If you’ve been following his work, you’ll know he’s one most brilliant marketing minds of our time. Seth Godin’s latest book, This Is Marketing,... read more ›
Nov 07

Happiness Through Gratitude with AJ Jacobs

AJ Jacobs is a multiple NYT bestselling author, a journalist, a lecturer as well as a warm and hilarious human soul.  He’s on this weeks podcast and is…SO GOOD. In this show we learn why AJ intentionally puts himself in the most extraordinary circumstances ... like when he strove to be “the world’s healthiest man” going from Dad bod to ultimate health (Book = Drop Dead Healthy). Or when he lived according to the bible for a... read more ›
Oct 31

how to pay yourself first (aka save like a boss)

David Bach is a legend in the personal finance space — a master at helping creators and entrepreneurs make -and keep- more of the money we earn. He’s one of America’s best known financial gurus, having put nine consecutive books on the NYT best sellers list.  In short, when David Bach talks - and you’re a creator who wants to make money - you listen. We had David in the CL studios not long ago... read more ›
Oct 24

You Are Your Habits with Julien Smith

Julien Smith is a long-time friend and familiar face on the podcast. I first brought him on in 2013 to talk about why not caring about what others think is a useful skill to have as a creator in any field (translation: he penned a LEGENDARY blog post called 'the subtle art of not giving a f*$k' - which went crazy viral and later inspired a best selling book by Mark Manson...). And now Julien is BAAACK…this... read more ›
Oct 17

Maximizing Creativity + Navigating the Messy Middle with Scott Belsky

Scott Belsky is an entrepreneur, author, and early investor in companies like Pinterest, Uber, and Periscope, and others. He also co-founded Behance in 2006, sold it to Adobe in 2012 and recently became Adobe’s Chief Product Officer.  But more than his list of accomplishments, Scott is a passionate advocate for creativity. He has that rare perspective of the world-class artist and entrepreneur with the ability to communicate VERY clearly about the ups, the downs of the messy middle. ... And... read more ›
Oct 10

The Most Important Conversation About Life… Death with Michael Hebb

Michael Hebb is an artist, activist, restaurateur, long time friend of mine and probably the closest thing that comes to an expert on death. He is a hyphenated renegade, seemingly more comfortable swimming upstream and addressing taboo subjects than he is going with the crowd. He co-founded Portland’s unsanctioned underground food movement, was my co-conspirator for Songs for Eating and Drinking, and he recently wrote a powerful book about death that will change the way... read more ›