Shut Down $2m Business, Why with CEO Shawn Livermore


In Episode #530, Nathan interviews Shawn Livermore. He’s an author and technology consultant and more recently, the founder and CEO of tech startup Ziptask which has generated nearly $2M in revenue. He has raised 4 rounds of funding and closed it down to take on new opportunities.



iTunes, Google Play, Stitcher, Soundcloud, How to Subscribe

Famous Five:

  • Favorite Book? – Tipping Point
  • What CEO do you follow? – Mark Fields
  • Favorite online tool? — Acuity Scheduling
  • Do you get 8 hours of sleep?— No
  • If you could let your 20-year old self, know one thing, what would it be? – “Calculate risk carefully”

Time Stamped Show Notes:

  • 02:00 – Nathan introduces Shawn to the show
  • 02:30 – Ziptask is a fully-managed outsourcing with a progressive effort to fix the problem of outsourcing technology projects
  • 03:23 – “We succeeded in the goal, but we failed as a company”
  • 03:31 – Shawn raised 4 seed rounds
  • 04:18 – Shawn also had his day-time clients as a technology consultant
  • 04:50 – Ziptask dissolved in September 2016, and was launched in 2010
  • 05:05 – Ziptask’s MRR was $107K
  • 05:30 – Shawn shares why they shut down Ziptask
    • 06:59 – Shawn launched Ziptask prematurely
    • 08:35 – Shawn also did NOT try to sell the business
  • 09:30 – Shawn is now working with Carvana
  • 10:00 – Connect with Shawn through Twitter. Medium and email
  • 10:15 – Shawn is currently working on a book called Obscurity
  • 12:45 – The Famous Five

3 Key Points:

  1. The time will come when you have to pull the plug – and when it happens, just do it.
  2. Reaching your goal is NOT the peak of success.
  3. Calculate risk carefully.

Resources Mentioned:

  • Acuity Scheduling – Nathan uses Acuity to schedule his podcast interviews and appointments
  • Drip – Nathan uses Drip’s email automation platform and visual campaign builder to build his sales funnel
  • Toptal– Nathan found his development team using Toptal for his new business Send Later. He was able to keep 100% equity and didn’t have to hire a co-founder due to the quality of Toptal
  • Host Gator– The site Nathan uses to buy his domain names and hosting for the cheapest price possible.
  • Audible– Nathan uses Audible when he’s driving from Austin to San Antonio (1.5-hour drive) to listen to audio books.
  • The Top Inbox – The site Nathan uses to schedule emails to be sent later, set reminders in inbox, track opens and follow-up with email sequences
  • Jamf – Jamf helped Nathan kept his Macbook Air 11” secure even when he left it at the airplane’s back seat pocket
  • Carvana – Shawn’s current employer
  • @shawnypants – Shawn’s Medium handle
  • @shawnypants – Shawn’s Twitter handle
  • – Shawn’s email address
  • Show Notes provided by Mallard Creatives