IT Engineer, Headway
$131.8-155k
Offers Equity
More information about location
2 days a week in office
Therapist-by-insurance marketplace
Be an early applicant
Therapist-by-insurance marketplace
1001+ employees
Be an early applicant
$131.8-155k
Offers Equity
More information about location
2 days a week in office
1001+ employees
Company mission
To build a new mental healthcare system, rewired for access and affordability.
Role
Who you are
- This is a role for someone who wants to be the person teammates escalate to and who wants to own a technical domain while doing it
- Have 3+ years of experience in IT at a distributed company, with a track record of resolving complex issues independently and being the person teammates escalate to
- Are comfortable carrying an escalation rotation, including occasional after-hours or event-day support for All Hands and office moves
- Have fluency in a cloud-managed network stack — Meraki or equivalent — including wireless, VLANs, access points, and multi-ISP failover, with opinions about how to design for resilience
- Want to deepen domain ownership of conference room AV at scale, ideally Zoom Rooms and Neat, including support for large hybrid all-hands, office relocations, and expansions
- Have hands-on administration experience across several of the following: Okta, Google Workspace, Zoom, Slack, Jira Service Management, and 1Password, plus a strong understanding of macOS, Windows, and ChromeOS
- Have experience with cross-functional partnership to ship office technology changes — in our case, with Workplace Experience, Security, and Employee Experience
- Reach for workflow automation as a multiplier on your own work and care about verifying what it produces before it touches production
- Think about blast radius before rolling out a change, validate by prototyping first, and turn what you fix into runbooks the rest of the team can run
- Bonus points for experience with procurement processes
What the job involves
- Building a new mental healthcare system at Headway is only possible because of the scale and leverage that technology provides. The IT Engineering team is an essential function that builds operational efficiency into everything we do, giving our organization the tools needed to achieve our goals of reshaping mental healthcare
- We own the identity, devices, business systems, and office technology that every Headwegian relies on, and we're expanding as Headway scales
- About half your time is the escalation end of our support queue: the tickets the service desk hands up, which you resolve or triage yourself, plus the systemic patterns underneath them that are worth fixing for good. The rest is your own domain — the network and conference room AV across our three offices
- That means owning the network health standard IT reports on company-wide, from proactive alerting to internet failover with no single point of failure, and owning the technology side of office-related projects from design through cutover
- You'll move between people and systems all week, and the best version of this job turns what you learn helping people into the automation, monitoring, and runbooks that mean fewer people need help at all
- Own the escalation end of the support queue, taking what's escalated from the service desk to resolve or triage, and identifying systemic patterns for the IT Engineering team to design permanent solutions for
- Own a technical domain of your own: networking and conference room AV across three offices
- Own the metric, not just the tickets. The office network health standard IT reports company-wide is yours: proactive alerting in every office, internet failover with no single point of failure, and network hygiene held at zero aging issues
- Do work people feel. A meeting that starts on time, WiFi nobody has to think about — invisible when it's right, and impossible to miss when it isn't
- Split your time between people and systems. You'll help Headwegians directly, then turn what you learn from them into the automation, monitoring, and documentation that means fewer of them need help
- Use automation on real workflows rather than as a side project, and help decide how a team in a regulated environment does that safely
- Grow with a function that's scaling. IT Operations is expanding as Headway does, and the standards you set now are the ones the team will run on
- Tools we use:
- Identity and access: Okta, 1Password
- Collaboration: Google Workspace, Slack, Zoom
- Service management: Jira Service Management
- Network: Meraki
- Conference room AV: Zoom Rooms, Neat
- Endpoints: macOS, Windows, ChromeOS
- Automation and AI: Tines, Claude, Glean
Our take
In the US, 1 in 4 citizens are living with treatable mental health conditions. But a vast majority of people are unable to access the care they need, often due to cost. Headway connects clients with therapists who accept insurance as payment, and provides independent practitioners with the tools and resources needed to both serve their patients and manage administrative workloads.
Headway’s concept is timely, with national mental health under particular strain following recent events. The company facilitates over 600,000 appointments per month and has attracted backing from the likes of Accel and Google Ventures. It is working to broaden its presence across the US while building out its product and pursuing the application of AI in health care.
Freddie
Company Specialist at Welcome to the Jungle
Insights
64% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Jul 2024
$100m
LATE VC
Oct 2023
$125m
SERIES C
Total funding: $327m
Company HQ
Tribeca, New York, NY
Leadership
Andrew Adams
(Founder & CEO)Prior to founding Headway in 2017, Andrew was a Product Analyst at Spring Inc.
Salary benchmarks
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