Senior Director, Agentic Engineering

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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.