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Senior Director, Agentic Engineering

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60601, USA
Listing for: vibehackers
Full Time, Remote/Work from Home position
Listed on 2026-10-30
Job specializations:
  • Software Development
    Software Architect
Salary/Wage Range or Industry Benchmark: 300000 - 360000 USD Yearly USD 300000.00 360000.00 YEAR
Job Description & How to Apply Below

Directly focused on building infrastructure and platforms for AI agents and agentic workflows; heavy emphasis on agentic systems and evaluation.

About the Role

Lead Lightspeed’s effort to design, build, and operate a company-wide agentic engineering platform that enables product and technology teams to safely adopt AI agents across the product lifecycle. The Senior Director will define vision and roadmap, build teams and reusable capabilities, partner with cross-functional leaders, and drive measurable adoption and business impact.

Job Description Role

Lightspeed is hiring a Senior Director, Agentic Engineering to build and lead the platform, capabilities, and operating model that enable Product & Technology teams to work effectively with AI agents throughout discovery, design, development, testing, shipping, and operations. This is a senior leadership role reporting to the SVP, Engineering, based in the United States.

Key Responsibilities
  • Define the multi-year vision, strategy, and roadmap for agentic engineering and translate business and product priorities into a platform investment plan.
  • Build and lead teams responsible for shared agentic platform capabilities, including reusable agents, workflow orchestration, context and knowledge access, tool integrations, evaluation, observability, and governance.
  • Create an extensible platform and paved-road experience to enable Product, Design, Engineering, Quality, and Operations teams to adopt agentic workflows without rebuilding core capabilities.
  • Partner with product and platform leaders across Retail, Hospitality, Payments, and other domains to launch and scale high-value agentic use cases.
  • Establish rigorous evaluation and observability for agent performance, output quality, reliability, security, cost, and human oversight for production use.
  • Work with Security, Privacy, Legal, Data, and Architecture to embed responsible AI, access controls, data protection, auditability, and risk management by design.
  • Define operating models, standards, ownership boundaries, enablement, and knowledge-sharing mechanisms for agentic development.
  • Drive organizational change and adoption across distributed teams, measure outcome metrics (adoption, usage, cycle-time, quality, reliability, cost, business impact), and own platform outcomes.
  • Hire, coach, and develop senior leaders and technical talent; build an inclusive, high-performing organization.
Requirements
  • 15+ years of experience in software engineering or related fields and a Bachelor’s degree in Computer Science or related discipline.
  • Proven experience leading leaders and senior technical talent in software engineering organizations and building high-performing teams.
  • Experience defining and scaling internal/developer/platform capabilities or infrastructure products in multi-product environments.
  • Experience building or deploying AI-enabled and agentic systems, including model/tool orchestration, retrieval/context systems, evaluation frameworks, automation, observability, and human-in-the-loop controls.
  • Strong cross-functional partnership skills with Product, Engineering, Design, Data, Security, Privacy, Legal, and business stakeholders.
  • Experience leading organizational change, enablement, and adoption at scale.
  • High standards for architecture, engineering quality, operational resilience, responsible AI, security, and cost management.
  • Clear communication skills for executives, technical leaders, and cross-functional teams.
  • Flexible paid time off and remote work policies
  • Equity options
  • 401(k) contributions
  • Training and continuous learning opportunities
  • Health and wellness credit and medical/dental/life/disability insurance
  • Volunteer time off and employee interest groups
  • Computer purchase program (Mac Book)
  • Enhanced parental leave
Compensation
  • The posting reasonably expects a base salary range of $300,000 to $360,000 USD for candidates hired to perform work within the United States. The role may be eligible for discretionary short-term and long-term incentives.
AI agents agentic systems model orchestration tool orchestration retrieval systems context systems workflow orchestration evaluation frameworks observabilitySkills

Leadership Platform Engineering AI Fluency Product Judgment Change Management Cross-functional Collaboration Architecture Security and Compliance Observability Evaluation & Metrics Hiring and Coaching Communication Operational Resilience Cost Management Program/Strategy Definition

Position Requirements
10+ Years work experience
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