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IT Engineer

Headway

Company : Headway

Location : New York, NY

Posted Date : 4 October 2025

Job Details

Headway's mission is a big one - to build a new mental health care system everyone can access. We've built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don't accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we've grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We're a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About the role
Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. The IT team at Headway is an essential function at Headway that builds operational efficiency into everything we do, giving our organization the tools needed to achieve our goals of reshaping mental healthcare. In this role, you'll have the unique opportunity to be the builder and driver of our dedicated, in-house IT Engineering efforts. You will execute projects, both technically and organizationally, to tackle challenges as the company continues to rapidly scale.
You'll love this role if you want to:

  • Oversee and maximize the usage of features by Headway in tools such as Slack and Jira/Atlassian suite.
  • Manage application security through routine audits, and enforce best practices for access control.
  • Develop and uphold procedures for employee lifecycle management, especially onboarding and off-boarding processes.
  • Maintain documentation for all core applications and processes.
  • Address and resolve application-related incidents and service requests.
  • Work collaboratively with cross-functional teams to develop scalable automations across the company.
You may be a good fit if you:
  • Have 5+ years experience working in a SaaS-based IT environment
  • Possess subject matter expertise in workflows and integrations, leveraging APIs to automate processes and reduce redundancy
  • Are skilled at working with stakeholders to collect, synthesize and present solutions that meet business needs and drive efficiency across workflows
  • Value project management, and plan work visibly and methodically
  • Are a team player and welcome feedback with a growth mindset
  • Stay up-to-date on the latest security and privacy best practices and requirements
Tools we use:
  • Identity and Access Management : Okta, Lumos
  • Email and Messaging : Gmail and Slack
  • Document Creation and Collaboration : Google Workspace, Confluence
  • Credential Management : 1Password
  • Ticketing : Jira Service Desk, ZenDesk, Jira Projects
  • Project Planning : Jira
  • Endpoint Management : JAMF, InTune, ChromeOS, Kolide
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 round : You'll meet with the IT Manager to discuss your previous experience, and do an initial technical screen.
  • Final rounds : You'll meet several team members for technical and non-technical interviews, and leave 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!
The expected base pay range for this position is $126,650 - $149,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
  • 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
#LI-EM1 We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.
Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, click here.

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