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Dualboot Partners Appoints New CTO and VP of Strategy and AI to Accelerate AI-Driven Modernization and Product Delivery

Dualboot Partners has announced two key leadership appointments aimed at strengthening its focus on digital modernization and AI-driven product delivery. The company named Billy Boozer as Chief Technology Officer and Stephanie Cheney as Vice President of Strategy and AI, marking a strategic expansion of its capabilities in helping clients transform their technology infrastructure and adopt artificial intelligence with confidence. Boozer, who has been a central figure in advancing AI-enabled software development at Dualboot, will now lead the company’s technology strategy. In his new role, he will further expand the use of DB90, Dualboot’s AI ecosystem designed to streamline the entire software development lifecycle. DB90 enhances productivity across modernization projects, supports full platform rebuilds, and accelerates new product development through structured workflows and controlled execution. Cheney has been appointed to lead the newly formalized Strategy Practice, a team dedicated to helping clients align their technology investments with clear business objectives. The practice will assist organizations in defining strategic priorities, crafting responsible AI adoption roadmaps, and guiding modernization efforts from initial planning through successful implementation. By working closely with product and engineering leaders, the team ensures that technology initiatives deliver measurable outcomes and tangible business value. “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.” Boozer emphasized the importance of simplifying complexity in modernization efforts. “Our clients need modernization without added complexity,” he said. “DB90 supports faster delivery across legacy upgrades, rebuilds, and new product work. It removes bottlenecks and helps teams move with speed.” Cheney highlighted the growing demand for strategic clarity in AI investments. “Leaders do not need another tool or trend,” she 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.” Dualboot Partners brings together more than 400 product and engineering professionals across the U.S., Latin America, and Europe. The company specializes in helping organizations modernize legacy systems, rebuild core platforms, and launch new digital products with speed, reduced risk, and scalable results. For more information about Dualboot’s Strategy Practice or its AI-enabled delivery model, visit dualbootpartners.com.

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