About Sandra

Sandra Richardson Bio

I’m a serial entrepreneur in the tech world. I love the pace of technology and continuous learning. If you are intrigued by how I got to where I am today, I invite you to read on and learn more about Sandra Richardson.

After receiving my bachelor’s degree in International Relations, I worked for several national law firms. I worked in human resources—talent acquisition, retention, and people management. This led me to automation as I implemented enterprise HRIS systems. What I learned was the power of software to automate manual processes and how HRIS systems and enterprise software are the guts of an organization—connected to everything.

I was hired by one of the top HRIS system implementers to manage their post-acquisition HR M&A integration. During this, I learned about the aftereffects of acquisitions and the importance of planning for post-merger integration of workstreams and culture. Of course, the entrepreneurial bug had me hooked.

I married an amazing and brilliant technology leader and we opened our software company two months after being married. With a contract on the Year 2000 Census, we were off and running. I was excited to use my talent acquisition and operations skills to start building the infrastructure for our tech company, while we together built the culture and acquired funding. After 17 years in business and 5 times on the INC. 500/5000, we knew it was time to move on. We went from the first two in our industry to 250 competitors during that time. What I learned is that you have to keep your eye on the market evolution and stay ahead. Also, it’s really hard to compete with free software.

I started my freelance business and began consulting with startups and venture-funded companies in the San Francisco Bay Area. I worked with my clients on developing strategy, business plans, people management, operational models, marketing strategy, sales processes, equity financing, M&A, and strategic partnership development. During this time, I worked with a woman-owned mergers and acquisitions firm. I helped the founder grow the company from a regional to a national brand. I worked with a venture capital firm in Silicon Valley on growth strategies. What I learned during this time was how valuable experience is. We learn most from our failures, not our successes. For a startup to bring on an experienced coach, mentor, consultant and guide is invaluable.

I live in beautiful St. Augustine, Florida, with my husband and rescue dog. I am surrounded by Spanish architecture, Atlantic beaches, wildlife preserves, and history (St. Augustine is the oldest city in the country). I have a creative outlet with my fictional short story series, Stirring Stories from Around the Kitchen Table, and my cooking resource, Constrained Gourmet.

Sandra Richardson Awards
  • Best Woman Run Workplace
  • Mentor of the Year; American Business Awards
  • Women in Technology Entrepreneur Leadership Award
  • Special Recognition Award for Board Leadership from Washington, D.C. Technology Council
  • Helios HR Zeus Award for HR Innovation & Employee Development
  • Judge for Stevie Awards for Women in Business
  • Nominated for the Entrepreneurial Excellence Award for Working Woman magazine
  • Named one of the Great Bosses by Washington Techway magazine
  • Rising Star Award from the Small Business Administration
  • External Role Model for the Deloitte and Touche Women’s Initiative
  • Entrepreneur Awards Final Judging Committee Chair, Stevie Awards for Women in Business, 3 years
  • PMI Distinguished Project Award
  • Hall of Fame INC. 500/5000
  • Best in Biz Most Customer Friendly Company of the Year Award
  • Stevie Award for Most Innovative Company of the Year
  • Best in Biz International Award for Enterprise Service of the Year
  • Stevie Award for Technological Innovator of the Year
  • Washingtonian “50 Great Places to Work”
  • Washington Technology Fast 50 Award
  • Winner, Emerging Business Forum
Sandra RIchardson Affiliations
  • Mindshare Alumni
  • Springboard Alumni
  • FemTech Innovation Engine
  • American Business Awards
  • Women in Technology
  • CMO Council
  • CIO Network
  • DealFlow Network
  • Women of the Vine
  • Cannabis Investors and Entrepreneurs
  • Business Transformation Management