This morning I took a journey back through my blog, reflecting on my three year journey in founding CloudHealth Technologies. It's hard to believe how quickly the time has passed from working out of the entrepreneur space at NBVP to having a fast growing company in downtown Boston. Here is my journey as told through selective blog posts:

And So It Begins (2012)

I had originally thought of starting CloudHealth in 2010 after deciding to leave Dell. I suppose it was obvious to explore creating a business at the intersection of my two interests: cloud computing and infrastructure management. But while exploring the market, I was simultaneously talking to interesting cloud companies. After taking an 18 month detour to be a VP of engineering at an Amazon-backed cloud startup, I returned back to the idea of starting a company in spring of 2012.

August
September
October
November
December

Early Company (2013)

In 2013 we raised a series A round of capital, hired our core team, and launched the first official version of our product (although in truth we had paying customers since the previous November). This year went by in a blur.

January
  • A Cloud Management Taxonomy - The start of fund raising found me spending an increasing amount of time on thinking about how to position us in the market.
February
  • My VC Thought Experiment - We signed the term sheet for our series A around this time. This post was me lamenting on the challenges of getting investors to see an entrepreneurial vision.
  • Goldilocks and the Three Startups - It always amazed me the wildly conflicting opinions we received from investors.
  • Cloud Fratricide - Thinking about the single greatest point of failure in managing large scale cloud infrastructure: people.
March
June
July
September
November
December
  • Cloud Evolution: Cloud 2.0 - More thinking on the future of the cloud.
  • 2014 Predictions for the Cloud - Every VP of marketing is obliged to make their CTO make predictions.
  • The String of Pearls - Sharing my thoughts as we converged toward product market fit.
  • Google Glass: Day 1 - This had absolutely nothing to do with my company, but was a digression on my lifelong pursuit of becoming a human cyborg. I plan to attend re:Invent 2020 with my mind clone and a body made up of 10% machine parts. ;)

Breakout (2014)

This was a break out year for our company. We achieved product market fit, had substantial growth in our business, and signed a term sheet for our series B round of capital.

January
February
  • Agile Product Management - I spend a lot of free time thinking about one of the weakest links in previous product teams: the product management process.
March
  • Reflections: 1 Year Post Funding - My lessons learned a year into my series A funded company.
  • The Return of On-Shoring - When the company was just me, I had a small offshore team I used to supplement me writing software. As soon as I had the capital to hire local engineers, I immediately moved to an onshore model.
April
June
July
August
September
November
December

Growth (2015)

Our $12M series B round of capital closed at the beginning of this year, led by the west coast Scale Venture Partners. We gradually are moving from a stealth startup to one recognized within the industry.

January
March
May
June
July

Related Posts: 9 Tips To Improving Your Lean Startup Validation, Top 5 Ways To Know If Your Recruiter Sucks.