Headstart builds AI-powered systems and custom applied-intelligence solutions for enterprise clients.
13 recorded benefits. Record edited: Wed Sep 09 2026 15:25:35 GMT+0000 (Coordinated Universal Time).
Recorded work model: Role-specific: hybrid in New York/Toronto; fully remote US/Canada may be considered for the right fit.
Medical premiums are fully covered
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Dental premiums are fully covered
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Vision premiums are fully covered
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
A monthly wellness stipend for eligible US employees in the cited full-time role
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
12 weeks of parental leave plus an optional four-week ramp-up at a 50% schedule
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Fully remote candidates based in the US or Canada may be considered for the right fit
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
The current Senior Applied AI Engineer role is listed hybrid in NYC or Toronto; fully remote US/Canada applicants may be considered. No fixed office schedule is specified.
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
A 401(k) with an employer match
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
An employer match is explicitly paired with the 401(k) in the cited full-time New York role
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Competitive equity compensation
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Free lunch every day in the NYC office; snacks separately but does not state that snacks are free
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Lunch and snacks are provided in the Soho NYC office; no allowance or broader location eligibility is stated
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.
Citi Bike and pre-tax commuter benefits for the cited role
Read 2026-09-09T15:16:53.300Z
Published 2026-09-08T00:00:00.000Z
Benefits footer in a current full-time New York, US posting; it also lists Toronto and possible fully remote US/Canada consideration.