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Simplify Alpha seeks a technical leader to shape an AI-native engineering culture from the ground up. You will lead a cross-functional team across full-stack, backend, and infrastructure, while working directly with customer architects on architecture reviews and pre-sales discussions.
Ideal candidates bring 12+ years in software engineering and 4+ years in leadership, with strong Microsoft stack expertise, AI tool experience, and excellent English communication.
We are building a high-performing engineering team that harnesses the power of Claude AI and Agentic Code, and we need a technical leader who thrives equally in architecture reviews and in the weeds of a pull request. This is a rare opportunity to define how an ambitious, AI-native engineering culture is built from the ground up.
Simplify Alpha is the Solutions-as-a-Service arm of Simplify Group, the technology holding company behind Simplify Healthcare® and SimplifyX®. It represents a shift from traditional outsourcing models toward outcome-led execution.
Simplify Healthcare®, the group’s flagship company, has spent over 17 years building cloud-native platforms that support health plans managing billions in premiums and millions of members. These capabilities are extended through SimplifyX®, positioned as the Industry OS for AI, enabling intelligent automation of complex workflows at scale. Simplify Alpha integrates these strengths into a single execution model. Teams are embedded with clients from day one, applying proven workflows, platform intelligence, and domain expertise to accelerate outcomes without a learning curve.
With headquarters in Chicago and a global delivery center in Pune, and a team of 300+ professionals, Simplify Alpha is focused on transforming payer operations across claims, enrollment, billing, provider data management, appeals and grievances, and independent dispute resolution.