$1,795 - 90 Minute Go-to-Market Strategy Session
$1,795 - 90 Minute Go-to-Market Strategy Session
Gary Gilchrist is a B2B growth executive with more than 25 years of experience building and scaling technology businesses in the U.S. market. He has held senior leadership roles including CEO, Chief Revenue Officer and Global Head of Sales, and has helped scale five technology companies through to successful exits.
Gary specializes in the moments when founders and leadership teams need to turn ambition into a repeatable U.S. revenue engine — whether that's entering the U.S. for the first time, hiring a founding sales team, launching a new product, or struggling to gain early commercial traction.
His perspective is grounded in firsthand experience. Gary originally came to the United States as the first U.S. sales representative for a UK technology company, responsible for establishing the business, winning its first customers and building a market from scratch.
Since then, he has built and led high-performance sales organizations and worked with technology companies and teams from the U.S., UK, Europe, Israel and India.
With experience spanning SaaS, MarTech, Big Data and AI, Gary helps companies define their ideal customer profile (ICP), sharpen their positioning and messaging, develop effective outbound go-to-market (GTM) strategies and create a practical path to revenue.
His approach isn't just based on theory. It's informed by more than two decades of opening markets, building sales teams, winning enterprise customers and scaling technology businesses — including experiencing the U.S. market-entry journey himself.
$1,795 - CRO Strategy Session
“Gary is undoubtedly one of the greatest Sales Leaders I've had the privilege to work with. When I look at my colleagues, and the success we've all had, I know that it is due in large part to the leadership we gained having worked with him. He is thought-provoking, detail oriented, and solutions driven.” - Michael Davis – West Corporation
“He taught our team how to strategically overcome barriers and always be willing to push the envelope. I am truly grateful for having the opportunity to learn from Gary.” -
Nicole Lockard – The Inception Company
“Gary built the very successful go-to-market strategy that drove the sharp rise in revenue at ON24. I experienced firsthand how impactful the restructuring of the sales organization impacted not only the revenue growth but also the customer satisfaction results.”
Rebecca Litz – ON24
“He is meticulous and very understanding of the challenges the sales team was facing when I came onboard. He implemented sales strategies”
Felix Lee – Travel Tripper
“I experienced his creativity to get the deal done, and ability to navigate the sales process, the buyer journey” - Andrew Smith – BlueVenn
“Gary has developed successful sales strategies to attract and retain the company's largest clients. He understands the underlying technology and knows how to effectively express the business value it provides.” - Cynthia Schmidt – Unisfair
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