Headway

Director of IT

Remote

Not SpecifiedCompensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Mental Health Care, Health Technology, SoftwareIndustries

Requirements

Candidates should have 6+ years of experience in corporate IT functions, with a proven track record of scaling IT operations in fast-growing startups. Experience with infrastructure-as-code (e.g., Terraform), configuration management systems, and AI applications for IT operations is required. Familiarity with MacOS, Chrome, Jamf, InTune, Kolide, Okta, Lumos, Jira Service Desk, ZenDesk, Cisco Meraki, and Verkada is preferred.

Responsibilities

The Director of IT will lead and scale the corporate IT function, including systems administration, help desk operations, endpoint management, SaaS tooling, and enterprise security. Responsibilities include defining and driving the internal IT roadmap, ensuring systems and support operations keep pace with growth and regulatory requirements, and leading a team to deliver exceptional support to a hybrid workforce. The role involves maintaining secure and compliant systems, implementing scalable and automated solutions, and partnering with various departments to ensure the IT infrastructure is secure, efficient, and scalable.

Skills

IT infrastructure
Systems administration
Help desk operations
Endpoint management
SaaS tooling
Enterprise security
IT roadmap
Regulatory requirements
Hybrid workforce management

Headway

Connects patients with affordable mental health services

About Headway

Headway simplifies the process of finding and paying for mental health therapy. It operates in the mental health market, addressing the challenge that many Americans face in accessing care due to high costs and complicated insurance processes. For individuals, Headway provides a platform where they can easily search for therapists and psychiatrists who accept their insurance, allowing them to find the right mental health care without incurring out-of-pocket expenses. For mental health care providers, Headway reduces the administrative workload associated with accepting insurance, enabling them to focus more on patient care. The company connects patients with providers while ensuring effective use of insurance, and it generates revenue by partnering with health plans and providers. Headway's goal is to create a more accessible and affordable mental healthcare system.

New York City, New YorkHeadquarters
2019Year Founded
$318.1MTotal Funding
LATE_VCCompany Stage
HealthcareIndustries
1,001-5,000Employees

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 Paid Time Off
Employee Assistance Program (EAP)
Training and professional development

Risks

Increased competition from platforms like BetterHelp and Talkspace.
Potential backlash from professionals feeling undervalued by Headway's platform.
Regulatory scrutiny as Headway expands into Medicare Advantage and Medicaid.

Differentiation

Headway simplifies finding and paying for therapy with an insurance-accepting provider network.
It reduces administrative burdens for mental health professionals, enhancing focus on patient care.
Headway's platform offers both virtual and in-person therapy sessions, increasing accessibility.

Upsides

Raised $100M in Series D to expand into Medicare Advantage and Medicaid.
Partnerships with Cigna and Blues plan to expand services to all 50 states.
Growing demand for telehealth services boosts Headway's market potential.

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