About Engineering at Headway

Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The engineering team at Headway is a small (~85) but mighty team using technology to build that future (and have a fun time while doing it!).

Principles that guide us:

• Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they’re facing.
• Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration
• Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.
• Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.

Tools we use:

• Languages: Python 3, TypeScript
• Libraries: FastAPI, SQLAlchemy, React
• Datastores: Postgres, Redis
• Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafk
• Monitoring: Datadog, PagerDuty
• Version control: Github
• Cloud security: Lacework
• Vulnerability Management: Snyk, Semgrep

About this role

There is a lot that we're building at Headway, but a patient's experience is at the crux of Headway’s mission of making mental healthcare more accessible and affordable for everyone. In the next act of our company, after closing our Series-D funding round, we have a massive opportunity to power product growth and build software that delights 1M+ unique Patients, improves our integrations, increases cost effective conversion for our insurance ("Payer") customers, all without disrupting the delightful user experiences of our 34K+ active Providers.

In this first-of-function leadership role, you'll work closely with Product and Business leaders as well as your engineering teams to define, build and lead the growth of Patient experiences and user-facing products at Headway. As the engineering leader for the Patient-side of our marketplace, you'll be responsible for establishing and growing a new set of Engineering pods through hiring, people development, and strategic planning. You get to play a founding role in setting up how the teams operate, defining what and how they build, and ultimately drive best-in-class user experiences that have a measurable impact on our business objectives. You’ll be responsible for building and scaling systems that help our patients match with the right providers and gain access to timely mental healthcare, while accelerating our engineering activities and ensuring optimal experiences for our engineering organization. Your teams will be highly cross functional, working intimately with partners from product, design, data, customer success, growth, clinical, and other internal teams to understand the needs of our Patient users and their care journeys on Headway.

Who you are

We’re looking for product-minded engineering team leaders who are relationship-obsessed, drive results and enable their teams to build for technical excellence. This is an exciting opportunity for a passionate, mission-aligned engineering leader to make an immediate impact on our rapidly scaling engineering team.

• Build the vision and roadmap for our Patient engineering pods to drive company-level objectives and power best in class user experiences
• Partner with leaders across product, design, data, customer success, marketing, clinical, legal and compliance teams as well as the engineers on your team to ensure we deliver on a roadmap for some of our most critical product surface areas and achieve highly impactful OKRs and KPIs around patient acquisition and conversion, improving care navigation and the patient journey, while building cost effective ecosystem for our insurance customers
• Grow one budding engineering pod in a team of pods, ensuring there is process and product alignment across your developing org
• 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 best-in-class processes and engineering team culture as the headcount grows from 80 to 120+ through early next year

Below are additional experiences we think help engineering leaders succeed at Headway:

• You have 6+ years of experience as a people manager with a track record of building and leading high performing teams that have effectively delivered business outcomes through technical investments
• You have 3-5+ years of experience as a Software Engineer with a strong technical foundation that allows you to ensure your team is making appropriate technical decisions
• You are able to see things at a 300-ft view, while driving ground floor initiatives that unpack highly technical challenges to drive user growth, engagement and retention
• You have a strong product mindset, having built strong cross-functional relationships that build trust with users and drive optimal user experiences
• You have a passion for building delightful user journeys that influence new product areas
• 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

Our interview process

After you apply to Headway, here are some details of what to expect during the interview process.

• Initial screen: You’ll connect with someone in recruiting so you can learn more about the team, Headway’s mission and exciting growth, and we can get a better idea of your background.
• First rounds: You'll meet with an engineering leader on the team to go deeper into your technical and people leadership experiences
• Final rounds: You’ll meet several more team members for one technical and multiple behavioral interviews, leaving you with a fuller picture of what it’s like to work at Headway.
• References and the Offer: Our favorite part of the process! We'll send over all of the details, including specifics on employee equity, and congratulatory messages from excited future team members!

Compensation and Benefits:

• Salary information is based on a single salary target per role, and the starting salary for experienced engineering leaders is $238,000 and can increase to $270,000 based on industry tenure and experience.
• Benefits offered include:
  • 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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