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Headstart

Engineering Manager, Applied AI

Headstart

. Manage engineers up to senior, hold a high bar, and give direct, actionable feedback .

Posted 9/30/2026full-timeNew York City • New York • United StatesMid-LevelSenior💰 $285,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

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

Demonstrates strong leadership in managing engineering teams, providing actionable feedback, and fostering professional development. Proficient in software engineering with hands-on experience in Python and delivering solutions in client environments, while effectively managing stakeholder relationships and team dynamics.

Highest-signal resume keywords
Team ManagementSoftware EngineeringPython ProgrammingClient EngagementTechnical Architecture Review

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 EngineeringPython ProgrammingArchitecture ReviewDesign ReviewMulti-Agent SystemsAI Coding Tools
Soft Skills
CoachingFeedback DeliveryConflict ResolutionRisk Management
Industry Keywords
Client EnvironmentsConsultingServicesForward Deployed Engineering

Tech Stack

Tools & technologies
Python

About the role

Key responsibilities & impact
  • Manage engineers up to senior, hold a high bar, and give direct, actionable feedback
  • Coach engineers on execution and help strong engineers step up toward tech lead
  • Review architecture, agent, prompt, and eval design on engagements
  • Handle hard technical and client situations, including production regressions and unclear requirements
  • Raise trouble early while it is cheap to fix
  • Run engagement-level relationships with clients and stakeholders alongside product and client partners
  • Manage team transitions, plan ahead, and flag risks before they reach a client
  • Escalate conflicts across engagements to the Head of Engineering
  • Interview, calibrate, close, and onboard new engineers
  • Follow team practices, identify what is not working, share patterns with the wider team, and ensure engineers use existing practices

Requirements

What you’ll need
  • 3+ years managing engineers, with real experience giving feedback and developing people
  • 5+ years in software engineering
  • Deep enough software engineering experience to review designs and challenge the team's approach
  • Hands-on with Python
  • Experience delivering software in real client environments
  • Curious about agents, evals, and multi-agent systems, with a sense of where they're reliable and where a person needs to take the wheel
  • Fluent with AI coding tools
  • Bonus: management experience in a consulting, services, or forward deployed engineering organization, or experience taking a team or practice from zero to one

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, with an optional 4-week ramp-up at 50%
  • Loft office in Soho with lunch and snacks