David Easterling

Founder and CEO

David Easterling is the founder and CEO of number8. Over the past 20 years, he has had a distinguished career as an innovative entrepreneur. David typically comes into the number8 office enthusiastic about a new and difficult to implement idea (usually before the team has had a chance to implement his last idea). This has led him to start several businesses including the Kentucky-based staffing firm, Prosoft and the revamp of the historical Falls City Brewing Company. In addition to his entrepreneurial spirit, David is an adept problem-solver. His passion for process improvement led him to become a Certified Scrum Master in 2008 and has remained the backbone of the number8 success story. Outside of the office, David is a classic car fanatic and world traveler.

Oliver Ray

Managing Director

Prior to working with number8, Oliver worked in a consulting and delivery role for a large actuarial consultancy helping teams migrate their processes to the cloud. Before that, Oliver held multiple positions in IT at the Fortune 100 health insurance company, Humana. Oliver has worked with distributed teams in various forms throughout his entire career. He believes in the value of bringing a team together no matter where they are located. Oliver always enjoys a good challenge and, in that vein, has recently purchased a Peloton to see if he can ride the Tour de France course.

Ian Massey

Director of Development

Ian is a Louisville native with over twenty years’ experience in software development and managing software developers. number8 first met Ian when he was a client manager at CafePress. He can speak first-hand about the ease of integrating number8 consultants into an existing team. Now, Ian is our development manager and has been instrumental in developing our internal reporting structure. When he’s not at work, Ian enjoys loud music and spending time with animals.


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We’re Everywhere

number8’s onshore office is located in Louisville, Kentucky where our Account and Relationship Managers work hard to provide all of our clients with exceptional customer service. We also have consultant offices located in Escazú, Costa Rica and San Pedro Sula, Honduras that give us a strong local presence allowing for top-level recruitment, technical training and low employee turnover.

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