About The Position

At Headway, we’re building a national network of therapists who accept insurance — and making mental healthcare radically more accessible in the process. Supporting providers isn’t just about connecting them with patients — it’s about delivering the tools they need to manage their practice with ease, confidence, and compliance. Our providers are the heart of Headway’s mission — and empowering them with an easy-to-use platform is critical to both their success and the quality of care patients receive. Whether it’s saving providers time, simplifying documentation, or ensuring compliance, this role is at the center of our providers’ lives. As an engineering leader at Headway, you will be responsible for leading and growing the engineering pods behind our core provider experiences through people development, strategic planning, and hands-on technical support or guidance. You get to play a leading role in defining what and how these teams build, setting up how the teams operate, support, and ultimately drive best-in-class user experiences that have a measurable impact on our ability to execute and meet the demands of a high growth startup. This is a critical leadership role for Headway and our mission to make mental healthcare more accessible. By helping providers spend less time on administrative tasks and more time on care, you’ll directly support both provider satisfaction and patient access.

Requirements

  • You have 5-7+ years of experience as an experienced Engineering Manager, concurrently leading multiple teams, and/or managing managers
  • You have 3-5+ years of experience as a Software Engineer
  • You have a strong product mindset and have built strong cross-functional relationships that drive optimal user experiences and build trust with users
  • You have a strong technical foundation that allows you to ensure your team is making appropriate technical decisions
  • You have a track record of building and leading high performing teams that have effectively delivered business outcomes through technical investments
  • You have a track record of working well across teams and functions

Nice To Haves

  • It's a nice to have if you've had prior experience with Python and React and working with AWS infrastructure
  • It's a nice to have if you've had experience in health tech, building user-facing products
  • BS, MS in Computer Science or related field

Responsibilities

  • Lead and managed engineering teams of 12+ engineers
  • Lead and managed multiple pods, as well as other engineering managers
  • Ensure there is process and product alignment across your team
  • Develop and grow your team through weekly 1-1s, mentorship, and feedback
  • Work with and help develop aspiring engineering leaders within the engineering team
  • Contribute to the broader company strategy and product roadmap
  • Help build out our engineering team as the headcount grows from 120 to 175+ through the remainder of the year

Benefits

  • Equity Compensation
  • Medical, Dental, and Vision coverage
  • HSA / FSA
  • 401K
  • Work-from-Home Stipend
  • Therapy Reimbursement
  • 16-week parental leave for eligible employees
  • Carrot Fertility annual reimbursement and membership
  • 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
  • Flexible PTO
  • Employee Assistance Program (EAP)
  • Training and professional development
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