Headway is hiring. 83 roles open right now.
Scoutify monitors Headway's career page directly and notifies you within minutes when a new role goes live, hours before it hits LinkedIn or Indeed.
INTERVIEW PREP
20 interview questions for Headway
[01] HIRING NOW
Live from their career page.
Numbers refresh daily. Every role tracked here was pulled straight from Headway's ATS, not an aggregator.
Open roles
83
Posted (30d)
19
-70.3% vs prior
Posted (7d)
3
Posted range
$170K – 238K
Base, from posted ranges
Most-hired roles · last 90 days
[02] HIRING PULSE
Headway's hiring pulse.
We re-scan Headway's career page every few minutes and keep the full posting history, so these counts come from the board itself, not an aggregator.
Posted (7d)
3
Posted (30d)
19
Posted (90d)
83
Scanned every few minutes · newest tracked posting May 22, 2026
[03] COMPENSATION
What Headway pays.
Solid but rarely exceptional. Senior engineers might see $200K to $350K at successful enterprise companies.
Concrete perks mentioned in job postings
- 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
- Flexible PTO
- Employee Assistance Program (EAP)
- Training and professional development
[04] VISA SPONSORSHIP
U.S.-only hiring history.
Headway has no H-1B petition history we can find.
No H1B sponsorship history
Source: USCIS H-1B Employer Data Hub. Classifications: yes (5+ approvals), conditional (1-4), no (0).
[05] WHERE THEY'RE HIRING
The cities Headway is hiring in.
Every active role mapped to its posted city. Use this to gauge whether Headwayis actually hiring where you live, or skewed somewhere you'd need to relocate.
Top cities by open roles
Remote: 83 positions
[06] OFFICES
Where Headway works.
© Mapbox © OpenStreetMap
We've mapped a Headway office at 497 S Hillview Dr, Milpitas, CA 95035-7702, so you know where you'd report before you apply.
Office data © OpenStreetMap contributors
[07] POSTING PATTERNS
How Headway actually posts.
We re-scan Headway's career page every few minutes and keep the full history. That lets us spot reposts and timing patterns most candidates never see.
Thursday is hiring day at Headway (75% of new postings).
[08] IN THE NEWS
Headway in the headlines.
Recent press coverage, pulled from Google News. Worth a scan before an interview or a cold email: funding rounds, launches, and leadership changes are the fastest way to sound current.
Source: Google News. Last 12 months.
[09] ABOUT
What Headway does, and who fits.
Headway makes mental healthcare accessible through innovative technology and partnerships.
Headway provides a platform that automates administrative tasks for mental health providers, allowing over 75,000 therapists to manage their practices efficiently. By reimagining the therapy experience, we connect patients with high-quality care across the U.S., serving over 1 million patients.
[10] AT HEADWAY
The honest take.
We foster a meaningful and impactful work environment focused on individual growth and collaboration.
[11] CAREER GROWTH
Where Headway takes you next.
Good learning environment for building production systems at scale.
[12] INTERVIEW PREP
Going through their loop?
We collect real questions reported by candidates plus likely questions inferred from Headway's open roles. Skim the process, prep the questions, save the timing for actually applying.
[13] HOW TO APPLY
Your resume lands in Greenhouse.
Headway uses Greenhouse as their applicant tracking system. When you apply, your resume drops directly into their Greenhouse pipeline where recruiters review candidates in arrival order.
Scoutify watches Headway's career page continuously. New openings show up here within minutes of posting. Early applicants get more attention because most recruiters review applications in the order they arrive.
One-tap coverage: Greenhouse is one of the portals Scoutify's auto-apply fills end to end. On an Auto-Apply plan, your saved profile and resume are submitted to Headway the moment a matching role goes live.
ATS identified from the application URLs on Headway's recent postings
[15] SIMILAR COMPANIES
People exploring Headway usually compare with these.
[16] FAQ
Questions people ask about Headway.
Not covered here? Email support@scoutify.com.
Headway does not explicitly state its policy on visa sponsorship in the provided information. However, companies in the tech and healthcare sectors often consider international candidates for various roles, especially in cities like San Francisco and Seattle, where there is a high demand for talent. If you are an international candidate, it is advisable to inquire directly during the application process about potential visa sponsorship opportunities.
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