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Headstart

Senior Engineering Manager, Applied AI

Headstart

. Start on a client engagement to learn the work and identify where engineers get stuck .

Posted 9/30/2026full-timeNew York City • New York • United StatesSenior💰 $300,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates strong leadership in building and managing engineering teams, with a focus on developing senior engineers into tech leads. Possesses deep technical expertise in software engineering, particularly in Python, and a solid understanding of AI systems and their applications.

Highest-signal resume keywords
Team LeadershipPython ProgrammingSoftware DeliveryEngineering ManagementAI Systems Understanding

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Software EngineeringTechnical Design ReviewAI Coding ToolsMulti-Agent SystemsProduction Regression Handling
Soft Skills
Actionable FeedbackRisk IdentificationClient EngagementCuriosity
Industry Keywords
ConsultingForward Deployed EngineeringStaffing AssignmentsHiring ProcessReference Implementations

Tech Stack

Tools & technologies
Python

About the role

Key responsibilities & impact
  • Start on a client engagement to learn the work and identify where engineers get stuck
  • Build and lead an engineering team
  • Provide direct, actionable feedback and develop senior engineers into tech leads
  • Set clear priorities and expectations
  • Review architecture, agent, prompt, and evaluation design
  • Handle difficult technical and client situations, including production regressions and unclear requirements
  • Identify and escalate risks early
  • Turn patterns across engagements into standing practices, reference implementations, and platform capabilities
  • Improve the speed of subsequent engagements
  • Shape staffing assignments and plan transitions
  • Run hiring for the team from sourcing through onboarding
  • Work with product, client partners, and client stakeholders to ensure successful engagements

Requirements

What you’ll need
  • 4+ years managing engineers, including senior and staff engineers
  • Experience hiring and developing engineers
  • 8+ years in software engineering
  • Deep technical expertise sufficient to review designs and challenge the team's approach
  • Hands-on experience with Python
  • Experience delivering software in real client environments
  • Experience taking something from zero to one, such as a team, practice, or hiring process
  • Curiosity about agents, evals, and multi-agent systems
  • Understanding of where AI systems are reliable and where human intervention is needed
  • Fluency with AI coding tools
  • Management experience in a consulting, services, or forward deployed engineering organization (bonus)

Benefits

Comp & perks
  • Competitive equity
  • 401k with 4.5% employer match
  • Fully covered medical, dental, and vision premiums
  • Monthly wellness stipend
  • Citi Bike
  • Pre-tax commuter benefits
  • 12 weeks parental leave
  • Optional 4-week ramp-up at 50% pay
  • Loft office in Soho with lunch and snacks
  • Hybrid in NYC, and fully remote in the rest of the US and Canada