Principle: Better questions, better answers

Here’s the scenario:

You’re in the DTC game, and the founder of Hims just sat down next to you on an airplane. No fanboying allowed.

The unwritten rule says you get 1-2 questions to start a mutually engaging conversation before headphones go in.

The first thing you say: “Hey are you the Hims guy?

What next?

A) Wow, tell me about that!

B) How’d you get into that?

C) Okay sorry, one question b/c I’m early in the DTC game and then I’ll shut up - what did you get right in the first 18 months that I’m probably missing?

Highly unlikely this happens, and even less likely you think of a thoughtful question like C on the spot, but very obvious which one yields the best outcome.

The point: not all questions are created equal, so when you encounter a good one, save it.

Tactics

Here are 15 fantastic questions from Shaan Puri’s swipe file:

  • You got a little pep in your step, what’d you have for breakfast? (replace How’s it going? with this or the next one)

  • You look happy, what were you doing right before this?

  • It’s Saturday morning, what are you doing? (replace what do you like to do? with this)

  • When would you be surprised if we didn’t have this done?

    • When would you be surprised it’s not shipped?

    • Okay, great. So best case scenario, when are you thinking?

  • Man, that sounds really hard - what’s the easy version? (when someone lays out a complex plan)

  • You don’t have to tell me the answer, but what’s the conversation you’ve been avoiding? (for leaders/managers)

  • If you had to advise yourself, what would you tell him? (for leaders/managers)

  • Who needs my help today? (either ask yourself or someone you think has an answer)

  • If I only had 2 hrs today what’s the one thing I’d do? (for a busy schedule)

  • What would [insert mentor/hero] do?

  • What are my anti-goals?

  • Am I playing a stupid game to win a stupid prize?

  • If I wasn’t already doing this would I still do it?

Habits

Create your own Questions Swipe File, and begin gathering them like collector’s items.

You’re always one or two good questions away from a life-changing answer.

God speed,

Mike

Today’s inspiration: A Guide to Asking Better Questions

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