Tim Ferriss interviews Kevin Kelly

I have frequent bouts of insomnia, the kind where I fall asleep easily but wake up at 2am and have trouble falling back asleep. One of the best ways for me to go back to sleep is listening to a podcast. I tried that last week with Tim Ferriss’ 3-part podcast interview Kevin Kelly, but I was so interested that I couldn’t fall asleep. I’ve know Kevin since the late 1980s when he was editor of the Whole Earth Review and I traded him a subscription to the magazine for a subscription to bOING bOING, but he is still full of surprises!

What’s in the podcast:

• Kevin Kelly’s biggest regret
• His lesson in finding contentment in minimalism and “volunteer simplicity”
• How he realized that writing actually creates ideas
• Why he promised himself that he would never resort to teaching English while traveling abroad
• The “creator’s dilemma,” or how you have to go lower to get higher
• Why you don’t want to be a billionaire
• His realizations after doing a “6 months until death” challenge
• His Kickstarter-funded project linking angels and robots
• Why a self-proclaimed ex-hippie waited until his 50th birthday to try LSD for the first time
• Why a population implosion is probable in the next 100 years
• The greatest gift you can give to your child
• The criteria for Amish technology assimilation
• What technology-free sabbaticals can do for you
• Long Now Foundation’s vision of a better civilization
• The graphic novel for young people on how to become indispensable
• His favorite fiction book
• The great resource Kevin compiled for documentary lovers
• How he accumulated enough books to fill a two-story library
• Mythbuster’s Adam Savage’s organizational method, which transformed Kevin’s life
• The project that everyone should undertake at least once in life
• The advice he would give to his younger self

The Tim Ferriss Show: Interview of Kevin Kelly, Co-Founder of WIRED, Polymath, Most Interesting Man In The World?