Dualboot Partners Announces New CTO, VP of Strategy and AI

New leadership appointments strengthen the company’s focus on modernization and AI-enabled product delivery.

Dualboot Partners announced two key leadership appointments that reinforce the company’s commitment to helping organizations modernize products, adopt AI with confidence, and accelerate the delivery of digital solutions.

The company named Billy Boozer as Chief Technology Officer, expanding his leadership in AI-enabled software development and delivery. Dualboot also appointed Stephanie Cheney as Vice President of Strategy and AI, where she will lead the company’s newly formalized Strategy Practice.

The Strategy Practice will help clients define business priorities, shape AI adoption plans, and guide modernization efforts from strategy through execution. The team will partner with product and engineering leaders to ensure technology investments support clear business goals and measurable outcomes.

“Companies want a partner that understands their market and can move fast,” said Ben Gilman, CEO of Dualboot Partners. “Billy and Stephanie strengthen our ability to help clients modernize core systems, responsibly adopt AI, and deliver products with speed and confidence.”

Dualboot differentiates by pairing a seasoned product and engineering team with DB90, its AI ecosystem for the full SDLC. DB90 improves productivity across modernization projects, supports full platform rebuilds, and speeds new product builds through structured workflows and controlled execution.

As CTO, Boozer will lead technology strategy and expand DB90’s role across delivery teams. “Our clients need modernization without added complexity,” Boozer said. “DB90 supports faster delivery across legacy upgrades, rebuilds, and new product work. It removes bottlenecks and helps teams move with speed.”

Cheney will oversee the Strategy Practice and work with clients to connect AI investment, product planning, and execution. “Leaders do not need another tool or trend,” Cheney said. “They need an expert to make sure their investment turns into impactful ROI. Our Strategy Practice gives them a way to use AI where it supports real business value.”

To learn more about Dualboot’s Strategy Practice or AI-enabled delivery model, visit dualbootpartners.com.

About Dualboot Partners

Dualboot Partners builds powerful digital solutions through a proven AI-driven methodology that combines product, design, and engineering expertise to deliver business results. With more than 400 product and engineering professionals across the U.S., Latin America, and Europe, Dualboot helps companies modernize legacy systems, rebuild core platforms, and launch new digital products with speed and confidence. The team partners with organizations across a wide range of industries to ship faster, reduce risk, and scale technology for growth. Learn more at dualbootpartners.com.

“Billy and Stephanie strengthen our ability to help clients modernize core systems, responsibly adopt AI, and deliver products with speed and confidence.”

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