Hybrid Director of Engineering – Integrations

at Thoughtful AI

• Job title: Director of Engineering – Integrations
• Job type: Full Time
• Experience level: Lead
• Salary: $240,000 - $300,000 per year
• Degree requirement: Bachelor's Degree
• Tech skills: Cloud, .NET
• Location requirements: Hybrid, Austin, United States

About the role

• Director of Engineering leading integration of AI automation in healthcare technology. Overseeing teams across US and India for scalable platform solutions.

Responsibilities

• Lead and scale an Integration Engineering organization (~13 Senior and Staff-level engineers) to deliver high-quality technical and organizational integration across Thoughtful AI and AccessHealthcare.
• Serve as the technical and organizational bridge between U.S. and India-based teams, spending approximately 25% of your time in Chennai to ensure alignment and momentum.
• Define and execute the integration roadmap, unifying systems, data flows, and automation platforms across both companies under the SmarterTechnologies umbrella.
• Collaborate with Product, Engineering, and Operations leadership across Thoughtful and AccessHealthcare to design and deliver joint product offerings that combine AI-driven automation with large-scale healthcare operations.
• Drive operational excellence across engineering practices, including reliability, compliance, and velocity.
• Foster a culture of accountability, collaboration, and long-term retention across distributed teams.
• Champion transparency and communication across time zones and functions, ensuring continuous alignment among leadership and technical stakeholders.

Requirements

• 10+ years of experience in software or infrastructure engineering, with 4+ years in senior engineering leadership roles.
• Proven success leading post-merger or post-acquisition integrations - both technical (system unification, platform alignment) and organizational (team restructuring, culture bridging).
• Demonstrated ability to manage 10+ direct reports at Senior or Staff level over extended periods.
• Strong product-oriented mindset, capable of balancing integration execution with business outcomes.
• Hands-on familiarity with .NET and legacy technology stacks, with demonstrated experience modernizing or integrating them within cloud or AI platforms.
• Experience leading distributed, global engineering teams, particularly across US/India collaborations.
• Excellent communication skills - able to simplify complex technical topics for executive and cross-functional audiences.
• Willingness and ability to travel frequently (≈50%) to Chennai, India.

Benefits

• Competitive compensation
• Equity participation: Employee Stock Options.
• Health benefits: Comprehensive medical, dental, and vision insurance.
• Time off: Generous leave policies and paid company holidays.