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Headway

New York, NY

Headway is a fast-growing, mission-driven mental-health startup (making therapy work with insurance) that attracts people who care about the mission and, on its good days, describes a supportive, compassionate culture. But reviews name a real tension: 'chaotic leadership and a lack of psychological safety,' burnout risk, and the intensity of a company scaling very fast. Glassdoor sits ~3.7-3.8/5 with only ~59-61% recommending and low career-growth marks. It's meaningful work with startup turbulence, great if you want mission and pace, harder if you need stability and steady management.

see the full file on Headway

Documented benefits (16)

Birthing-parent leave16 weeks
Partner leave16 weeks
How leave is framedequal_all_parents
Fertility supportyes
Mental healthyes
Dentalyes
Visionyes
FSA (flexible spending account)yes
HSA (health savings account)yes
Days in office0
Office policyRemote-first with no onsite requirement; offices in NYC, SF and Seattle for anyone who wants in-office time
Fully remote rolesyes
Unlimited PTOyes
Company shutdown1 weeks
OfficesNew York, San Francisco, Seattle
Home-office stipendoffered

Notable perks

Every claim above is sourced and dated. See sources on the full page.

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