# Lightspeed Commerce — Senior Director, Agentic Engineering

- Generated: 2026-09-11 08:47:32 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4454166226/
- Provider: LinkedIn
- Posted: approximately 2026-09-11 06:47 AM EDT (from '2 hours ago')
- Elapsed since posting: represented by the provider's relative posting label and approximate Eastern timestamp
- Applicants: Over 200 applicants
- Work model/location: United States; flexible environment with remote-work policies, but the posting does not explicitly guarantee that this specific role is fully remote
- Compensation: $300,000-$360,000 base plus potential short- and long-term incentives
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: PASS — 95%

## Direct-match strengths

Company-wide agentic engineering strategy, production AI agents, reusable platforms, orchestration, RAG and context systems, evaluation, guardrails, observability, human oversight, security, privacy, governance, cost controls, developer enablement, global change leadership, organization building, executive communication, AWS, and measurable platform outcomes.

## Hard or material gaps

No hard requirement gap. The principal caveat is work-model confirmation: the role is U.S.-based and advertises a flexible environment and remote-work policies, but does not explicitly state that this specific position is fully remote. Keith has led managers and senior talent and built global technical communities; his direct organization size is smaller than Lightspeed's likely company-wide scope. His degree is in molecular biology rather than computer science, offset by 29 years of architecture and software delivery.

## Evidence map

1. Lead leaders and staff-plus technical talent (weight 3, evidence 3/3) — Led managers and engineering organizations and developed global AWS communities totaling 180+ specialists.
2. Define a multi-year agentic engineering strategy and roadmap (weight 3, evidence 3/3) — Owned AI/platform strategy, roadmaps, investment priorities, budgets, and measurable outcomes.
3. Scale internal, developer, or shared engineering platforms (weight 3, evidence 3/3) — Built reusable AssistX and AWS data/enablement platforms used across teams and workflows.
4. Production agents, orchestration, retrieval, tools, and context (weight 3, evidence 3/3) — Direct AssistX, LangGraph, LangChain, MCP, RAG, PGVector, tool-use, and workflow orchestration evidence.
5. Evaluation, observability, security, cost, and human oversight (weight 3, evidence 3/3) — Direct evaluation, guardrails, monitoring, security, cost controls, and human-in-the-loop production practices.
6. Responsible AI with Security, Privacy, Legal, Data, and Architecture (weight 3, evidence 3/3) — Led MassMutual privacy/AI-governance implementation and cross-functional enterprise architecture.
7. Global workflow redesign, enablement, and adoption (weight 3, evidence 3/3) — Redesigned 20+ workflows and led global AWS communities, standards, assets, and enterprise adoption.
8. Architecture quality, resilience, and platform operations (weight 3, evidence 3/3) — Owned production architecture and operations with 99.9% availability, CI/CD, observability, and resilience controls.
9. Executive communication and business-outcome accountability (weight 2, evidence 3/3) — Repeated executive advisory, portfolio prioritization, budgets, product metrics, and business outcomes.
10. 15+ years and CS or related degree (weight 2, evidence 2/3) — More than 29 years of software architecture; Ph.D. is not in CS but experience strongly offsets the degree-field variance.

## Keyword diagnostic

Exceptional direct match to the agentic-platform, operating-model, governance, adoption, and engineering-leadership mandate. The over-200 applicant count is not disqualifying because the weighted fit is above 80%; confirm role-specific remote eligibility before applying.

## Full normalized job description

Hi there! Thanks for stopping by 👋
We’re looking for a
Senior Director, Agentic Engineering
to build and lead the platform, capabilities, and operating model that enable
Lightspeed’s Product & Technology teams
to work effectively with
AI agents
across the full product development lifecycle.
Reporting to the SVP, Engineering, this is a foundational leadership role with company-wide impact. You will turn rapidly evolving agentic technology into secure, reliable, and reusable capabilities that help teams discover, design, build, test, ship, and operate better products faster. Success will be measured not by experimentation alone, but by adoption and sustained improvements in product quality, engineering velocity, developer experience, and business outcomes.
Please note this role is based in the United States.
What You’ll Be Doing
Define the multi-year vision, strategy, and roadmap for agentic engineering at Lightspeed, translating business and product priorities into a platform investment plan.
Build and lead the 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 that allows Product, Design, Engineering, Quality, and Operations teams to adopt agentic workflows without rebuilding core capabilities independently.
Partner with Retail, Hospitality, Payments, and platform leaders on highest-value product development use cases, launch them with early teams, and scale proven patterns across Lightspeed.
Establish a rigorous evaluation system for agent performance, output quality, reliability, security, cost, and human oversight so teams can use agents with confidence in production workflows.
Work closely with Security, Privacy, Legal, Data, and Architecture leaders to embed responsible AI, access controls, data protection, auditability, and risk management into the platform by design.
Define the operating model for agentic development, including standards, reusable patterns, ownership boundaries, enablement, support, and mechanisms for sharing learning across teams.
Drive adoption and change across a global organization by helping leaders redesign workflows, build team capability, and move from tool usage to measurable operating-model change.
Own outcome metrics for the platform, including adoption, active usage, developer and product experience, cycle-time improvement, quality, reliability, cost efficiency, and demonstrated business impact.
Hire, coach, and develop a strong leadership and technical bench, while building an inclusive, high-performing organization with high standards for execution and learning.
What You Need To Bring
We’re looking for a senior engineering leader who can combine platform depth, AI fluency, product judgment, and enterprise change leadership. You should have experience with the following:
Leading leaders and senior technical talent in a software engineering organization, with a record of building high-performing teams through managers and staff-plus engineers.
Defining and scaling internal platforms, developer platforms, shared engineering capabilities, or infrastructure products in a complex, multi-product environment.
Building or deploying AI-enabled and agentic systems, including model and tool orchestration, retrieval and context systems, evaluation frameworks, automation, observability, and human-in-the-loop controls.
Partnering effectively with senior stakeholders across Product, Engineering, Design, Data, Security, Privacy, Legal, and business functions.
Leading organizational change across distributed teams, including workflow redesign, enablement, communication, and adoption at scale.
Establishing high standards for architecture, engineering quality, operational resilience, responsible AI, security, and cost management.
Communicating complex technical and strategic concepts clearly to executives, technical leaders, and cross-functional teams.
15+ years of experience and Bachelor’s degree in CS or related field.
We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role... hit the ‘Apply’ button and give it a try!
Be a changemaker
You’ll Enjoy
A flexible work environment that empowers you to do your best work
A culture that celebrates performance
The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
Career-defining opportunities
Plus benefits designed to keep you happy, healthy and fulfilled.
Flexible paid time off and remote work policies
Equity options, because this is your company too
Contributions to your 401k. Your future matters
Training opportunities to grow your skills and career
Health and wellness credit so you feel your best
Time off to volunteer and give back to your community
Interest groups, employee led networks, social committees to sponsored sports teams
Computer purchase program to get your personal Macbook
Enhanced parental leave to support growing families
Fuel your growth. Find your people.
At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you—all within a driven, diverse and inclusive team that’s passionate about empowering our communities
Please note that we ask applicants to disclose any criminal convictions, and we conduct criminal record checks as part of our hiring process for this role.
At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skillset, qualifications, experience, and market data. These considerations can cause your compensation to vary. We reasonably expect the base salary for this position to be in the range of
$300,000 to $360,000 USD
, depending on the candidate’s location. Additionally, this role may be eligible for discretionary short-term and long-term incentives. Lightspeed also provides a variety of employee benefits including, but not limited to, medical, dental, wellness, life and disability insurance, 401K plan and match, paid parental leave top-up, and paid time off.
Please note that this salary information is solely for candidates hired to perform work within the United States, and refers to the amount Lightspeed is willing to pay at the time of this posting, which may vary depending on the candidate’s actual location. Salaries for part-time roles will be prorated based upon the agreed upon number of hours to be regularly worked.
To all recruitment agencies: Lightspeed does not accept unsolicited agency resumes. If we have not directly engaged your company in writing to supply candidates for a specific vacancy, Lightspeed will not be responsible for any fees related to unsolicited resumes.
Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.
Where to from here?
Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you’re proud to come to every day. For a glimpse into our world check out our career page here.
Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs.
Who We Are
Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks.
Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries.
Lightspeed handles your information in accordance with our Applicant Privacy Statement.

## Artifact metadata

- Resume: https://bit.ly/4iYcasj
- Cover letter: https://bit.ly/4xdl0pv
- Validation: PASS — 2-page resume (901 words), 1-page cover letter (248 words); PDF geometry, bounds, annotations, links, and visual pages verified.
- Google Drive used: No