A. Kai Armstrong

Professional Profile

Product Manager responsible for product definition, pricing, marketing and launch activities. Able to actively work across functional teams of both internal groups and external partners to build consensus and drive products forward on time and in budget. Successfully launched PaaS and SaaS products for industries including Small Business, Global Telecom and Managed Services resulting in delighted customers and smiling executive management with revenue growth. Experience with software, platform services, hosting, private and public clouds (Azure/AWS); have the experience required to look at the big picture, drive strategic growth and pivot projects in dynamic business environments.


Sr. Product Manager

Hostway / San Antonio, TX / 2016 - Present

Leading Managed Application and Email & Collaboration product offerings in retail small and midsize business (SMB) markets as well as product offerings to the Global Partners (Fortune 500) channel; total product portfolio of $15mm+ annually.

Project Manager

Gray Digital Group / San Antonio, TX / 2015 - 2016

Led SMB and Large Health Organization web projects from customer inception to development completion while keeping projects on schedule and on budget.

Director of Products and Support

Pressable / San Antonio, TX / 2010 - 2015

Like most startups, wore multiple hats to grow business from the beginning to millions in revenue annually; positioning company for exit to Automattic.

Library Systems Administrator

duPont-Ball Library / DeLand, FL / 2008 - 2011

Provided technical expertise and depth to the Library System Team focusing on the Library’s Integrated System and bringing more than 125 years of history online with the University’s Digital Archives. Was hand selected by the Library Dean to serve on the Stetson University Academic Technology & Computing Committee, which drove university decisions for online learning.


Master of Business Administration, Stetson University - DeLand, FL

BS in Hospitality Management, Minor Computer Science, University of Central Florida - Orlando, FL


AWS Solutions Architect - Associate Level