Tim Ferriss

The Return of Drunk Dialing Q&A: How to Ask Better Questions, Take Better Risks, and More! (#330)

Tim Ferriss sitting in a large patio chair in front of a patch of bamboo.

This episode is a rare exception to the rule — unlike my usual long-form interviews, this is a drunk-dialing Q&A with you guys, which I’ve done a few times in the last few years, including for the celebration of the 100th episode of this podcast. In preparation for this episode, I solicited phone numbers from listeners who wanted to receive a call from me, and then I started drinking and dialing, answering questions and getting a little frisky along the way.

This time, I came in hot, starting after a few preliminary drinks with friends on a weekend — so it’s double trouble.

I ended up covering topics including:

  • How to reassess existing projects, specifically ones which you’ve put a lot of capital and time into, using 80/20 analysis and other tools.
  • How to learn to care less about what people think, social perception, and how to minimize herd mentality.
  • A framework for thinking about entrepreneurship, risk-taking, and how to cut your teeth as a business builder or creator.
  • How to learn to ask better questions, whether in dating or sales.
  • How to let the silence do the work.
  • And so much more!

Please enjoy this tequila-fueled Q&A!

You can find the transcript of this episode here. Transcripts of all episodes can be found here.

#330: The Return of Drunk Dialing Q&A: How to Ask Better Questions, Take Better Risks, and More!

Want to hear another episode when I’m drunk and called fans? — Listen to this one, in which I discuss my thoughts on sex as a “doorway to a higher perception,” past experiences with stimulants and psychedelics, how Jocko Willink has influenced my approach to discipline, and much, much more.(Stream below or right-click here to download):

#306: Discipline, Sex, Psychedelics, and More — The Return of Drunk Dialing

This episode is brought to you by LinkedIn and its job recruitment platform, which offers a smarter system for the hiring process. If you’ve ever hired anyone (or attempted to), you know finding the right people can be difficult. If you don’t have a direct referral from someone you trust, you’re left to use job boards that don’t offer any real-world networking approach.

LinkedIn, as the world’s largest professional network — used by more than 70 percent of the US workforce — has a built-in ecosystem that allows you to not only search for employees, but also interact with them, their connections, and their former employers and colleagues in a way that closely mimics real-life communication. Visit LinkedIn.com/Tim and receive $50 off your first job post!

This podcast is also brought to you by 99designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. Whether your business needs a logo, website design, business card, or anything you can imagine, check out 99designs.

I used them to rapid prototype the cover for The Tao of Seneca, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade.


QUESTION(S) OF THE DAY: What was your favorite quote or lesson from this episode? Please let me know in the comments.

Scroll below for links and show notes…

SELECTED LINKS FROM THE EPISODE

SHOW NOTES

  • As an immigrant living in Salt Lake City, Danny asks how he can learn to care less about the expectations of others — especially parents whose plans for his life differ greatly from his own. [05:05]
  • How does one go about building a world-class support system? [15:51]
  • Why the best time to test the waters of entrepreneurship is when you already have a steady paycheck. [19:33]
  • Here’s a little dietary advice from someone on tequila, chocolate chip cookie, bullsh*t caloric surplus mode after a rough couple of weeks. [27:50]
  • Joseph asks how I pick projects — specifically, how do I know what to pull the trigger on and what to let go? [32:01]
  • Who are my “five people?” [42:45]
  • Regina asks how I strike the balance between asking questions to better get to know a guest and asking questions that will be useful and interesting to my listeners. How might someone apply this to their own everyday conversations? [45:06]
  • Simple is usually better than clever. Remember to let silence do the work. [48:14]
  • Are the questions you’re asking too personal, or just too early? [49:35]
  • A brief introvert’s guide to leading conversation and how to get someone to open up without putting them on the spot. [52:13]
  • Conversation is a skill, and the only way to get better is to practice. Just make sure to practice before the big game. [57:03]

PEOPLE MENTIONED

Subscribe
Notify of
guest

Comment Rules: Remember what Fonzie was like? Cool. That's how we're gonna be — cool. Critical is fine, but if you're rude, we'll delete your stuff. Please do not put your URL in the comment text and please use your PERSONAL name or initials and not your business name, as the latter comes off like spam. Have fun and thanks for adding to the conversation! (Thanks to Brian Oberkirch for the inspiration.)

19 Comments
Oldest
Newest Most Voted

Coyote

A card game by Tim Ferriss and Exploding Kittens

COYOTE is an addictive card game of hilarity, high-fives, and havoc! Learn it in minutes, and each game lasts around 10 minutes.

For ages 10 and up (though I’ve seen six-year olds play) and three or more players, think of it as group rock, paper, scissors with many surprise twists, including the ability to sabotage other players. Viral videos of COYOTE have been watched more than 250 million times, and it’s just getting started.

Unleash your trickster spirit with a game that’s simple to learn, hard to master, and delightfully different every time you play. May the wit and wiles be with you!

Keep exploring.