Headstart

Headstart builds custom artificial intelligence systems for enterprise clients. The company combines human expertise with deterministic software and large language models to create flexible solutions designed for human oversight. Its primary areas of work include agentic workflows, document processing, evaluation and data labeling, data mapping, and retrieval-augmented generation-based agentic systems. Headstart serves enterprise businesses by shipping production AI systems that handle complex tasks and change how organizations operate.

The company is building engineering teams focused on applied artificial intelligence. The open roles currently listed for Headstart include Engineering Manager, Applied AI and Senior Engineering Manager, Applied AI. These positions are based in New York, New York, with remote work options available. The roles require multiple years of software engineering experience in Python and management experience, involving hands-on client engagement delivery, technical leadership, architecture reviews, and hiring responsibilities within the growing organization.