Top-12 posts of 2020

Second Mountain Startup's 2020 year in review

Welcome, entrepreneurs! I’m so glad you’re here.

Laura and I are taking the kids to a secluded AirBnB with a hot tub in the Smoky (Second) Mountains for some R(est) & R(elaxation) & R(eflection) between the holidays, so today will be the last issue of Second Mountain Startup for 2020.

Before we look ahead to all there is to do in 2021 — for our personal development, the growth of our companies and the transformation of our society — I thought I’d wrap up the year with a look back at the top writings from 2020, according to you.

Reading all these posts was a great reminder of all that happened in 2020, a year that I’m sure I’ll be telling my grandkids about in 20 years. It may have felt like it was going to kill us at times, and for some of us it tragically did. But most of us are here still, a little wiser, a little stronger, and a little more committed for it.

I am so grateful for each and every one of you crazy dreamers, and honored at you giving me the space to chat with you each week. Thank you for being here.

Let’s get to it.

Most-read writings of 2020

  1. Sabbatical

  2. Why most “culture work” actually hurts your company

  3. Somewhere, over the rainbow (thoughts on Tony Hsieh)

  4. What is Transcendent Leadership

  5. Fear: The startup serial killer who must not be named

  6. The Goldilocks zone between productivity and creativity

  7. The verbal cue your business is stuck, and how to get unstuck

  8. How to create something meaningful

  9. How to build a sandcastle (or anything)

  10. DWYSYWD, or: the power of being unreasonable with your word

  11. I am racist, I am part of the problem

  12. When to stop crushing it

Turn the page with purpose

If you haven’t yet, now’s your last reminder to download the 2020 Annual Reflection Template, to help you integrate your learnings from 2020 and set the stage for an amazing 2021.


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