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To accelerate its mission of helping enterprises modernize systems and adopt AI effectively, Dualboot Partners has strengthened its leadership team with two strategic appointments. The company has named Billy Boozer as Chief Technology Officer and Stephanie Cheney as Vice President of Strategy and AI. These roles are designed to deepen the firm's expertise in AI-enabled software delivery and to formalize a new Strategy Practice focused on aligning technology investments with clear business outcomes.
Dualboot Partners appoints Billy Boozer as Chief Technology Officer.
Stephanie Cheney joins as Vice President of Strategy and AI, leading a new Strategy Practice.
The leadership expansion reinforces focus on modernization, AI adoption, and product delivery.
The firm leverages its proprietary AI ecosystem, DB90, across the software development lifecycle.
The Strategy Practice will help clients define priorities and shape AI adoption plans.
The goal is to help clients move fast, reduce risk, and scale technology for growth.
As CTO, Billy Boozer will lead the company's overall technology strategy and expand the role of Dualboot's proprietary AI ecosystem, DB90. This tool is designed to improve productivity across the full software development lifecycle (SDLC), supporting projects ranging from legacy system modernization and full platform rebuilds to new product development. Boozer's mandate is to ensure this AI-driven methodology removes bottlenecks and enables delivery teams to execute with greater speed and confidence for clients.
Billy Boozer commented on the practical application: "Our clients need modernization without added complexity. DB90 supports faster delivery across legacy upgrades, rebuilds, and new product work. It removes bottlenecks and helps teams move with speed."
The appointment of Stephanie Cheney as VP of Strategy and AI marks the formal launch of Dualboot's Strategy Practice. This practice is tasked with helping client leadership define business priorities, shape actionable AI adoption plans, and guide modernization efforts from initial strategy through to execution. The focus is on ensuring that technology investments, particularly in AI, are directly tied to measurable business value and return on investment, moving beyond trend-chasing to impact-driven implementation.
Stephanie Cheney outlined the practice's value: "Leaders do not need another tool or trend. 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."
A Unified Approach to Modernization and Growth
CEO Ben Gilman emphasized how these appointments create a more comprehensive service offering: "Billy and Stephanie strengthen our ability to help clients modernize core systems, responsibly adopt AI, and deliver products with speed and confidence." The combined leadership of deep technical execution (via Boozer and DB90) and strategic business alignment (via Cheney's practice) positions Dualboot as a partner capable of guiding the entire journey from AI strategy and planning to accelerated, high-quality product delivery.
These leadership appointments signal Dualboot Partners' evolution from a specialized engineering services firm to a more holistic digital transformation partner. By institutionalizing strategy and deepening its AI-powered delivery capabilities, the company is addressing a common client pain point: the disconnect between strategic vision and technical execution. This integrated model is designed to de-risk complex modernization and AI initiatives, ensuring they are both well-planned and efficiently delivered.
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.
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