Our Team
Executive Management Team
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David Haines Co-Founder and Chairman
David Haines co-founded Sterling with the goal to provide innovative insurance and investment solutions to all businesses and people. He is a veteran of creating and managing high touch businesses, building relationships for and with organizations and individuals. David is known for balancing his creative and clever ideas with a heart of shiny gold. David firmly believes in what Nelson Mandela famously said, “It always seems impossible until it is done.”
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Andrew Blanchard Chief Executive Officer
Andrew Blanchard is Sterling’s Chief Executive Officer after having previously served as the company’s Chief Operating Officer. Andrew provides direct oversight of Sales, Marketing and Global Partnerships. In his free time, Andrew prioritizes time with his family of five and occasionally finds time for a round of golf.
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Thomas McArdle Chief Financial Officer
Tom McArdle joined Sterling as Chief Financial Officer after serving on the company's board of directors since 2019. Tom oversees financial strategy of the business, mergers and acquisitions, and revenue management. Tom spends his free time trying to keep his two young children from destroying what is left of his house.
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Emily Fleck Chief Operating Officer
Emily Fleck is an operational excellence aficionado having built her expertise at Shell, Procter & Gamble, and as a management consultant. Emily joined Sterling in early 2020 to build the internal operations. Emily oversees internal operations at Sterling including Client Implementation, Enablement, Claims and Support. Emily is an animal lover, foodie, and avid skier.
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Jeff Whitehead Chief Information Officer
Jeff is an experienced entrepreneur and technology executive. Jeff has specific expertise in distributed systems, cloud technologies, information security, and compliance. Jeff 's teams lead the development of our proprietary software platform, and business information and technology ecosystems. Jeff lives in San Jose, California, with his family, and enjoys hiking, riding bikes, and reading science fiction books. If he's in front of a computer, if he's not building technology, he's likely participating in Simracing (F1/Forza/iRacing).
Careers
Sterling Nation
A community of collaborative high performers where wellbeing is prioritized, excellence is recognized, and growth is rewarded.
Embark on a rewarding career with Sterling Brokers, where innovation, collaboration, and excellence is rewarded. We are always on the lookout for talented individuals who are passionate about making a difference in the world of insurance, benefits and technology.
Explore opportunities to grow professionally and contribute to our dynamic work environment.
Can’t find a suitable position among our current openings?
We are always on the lookout for rockstars! Your unique skills and experiences may align with future opportunities. We believe in fostering a diverse and inclusive workplace, and your submission could be the first step toward an exciting career journey. We look forward to reviewing your resume!