About this role
This Senior Engineering Manager role suits an experienced software leader with a background in management and client environments who wants to build production AI systems in New York, NY or remotely across the US and Canada. Headstart seeks a leader to guide engineering teams, deliver client solutions, and drive hiring for applied artificial intelligence initiatives.
Role Overview
Headstart is hiring a Senior Engineering Manager, Applied AI for a hybrid position based in New York, NY or fully remote across the United States and Canada. The person in this position begins on a client engagement to understand workflows before building and leading a team. The company operates as a bootstrapped, cash-flow-positive enterprise focused on deploying production artificial intelligence systems into real businesses.
Key Responsibilities
Requirements
Nice to Have
Skills and Tools
Salary and Benefits
About the Company
Headstart builds production artificial intelligence systems for enterprises with over $100 million in Annual Recurring Revenue. The organization is bootstrapped, cash-flow positive, and develops its own platform to deliver agentic systems. Team members work across diverse industries and complex enterprise constraints.
How to Apply
Candidates should apply on the official company careers page.
Skills and tech stack
Questions candidates ask
Where is the Senior Engineering Manager, Applied AI position located?
The role offers hybrid work in a Soho loft office in New York, NY, or fully remote work across the rest of the United States and Canada.
What is the base salary for this position?
The base salary is $300,000 USD, supplemented by competitive equity.
What level of experience is required for this role?
Candidates need at least 8 years of software engineering experience and 4 or more years of management experience overseeing engineers.
What does the interview process look like?
The process includes an initial recruiter screen, a technical coding screen, a hiring manager interview, two technical systems and coding interviews, and a final live case study discussion.
What benefits are included with employment?
Benefits include fully covered medical, dental, and vision insurance, a 401(k) with a 4.5% match, a monthly wellness stipend, pre-tax commuter benefits, Citi Bike access, and 12 weeks of parental leave.
