Head of Enterprise AI and Automation

Company Overview SiteOne Landscape Supply is the largest national distributor of landscaping products across the United States and Canada. As a leading supplier of wholesale goods for green industry professionals, we have a long history of serving those who design, build, and maintain outdoor spaces – from lawns and gardens to golf courses, sport fields and more. We pride ourselves on knowing our customers and their business better than anyone else and providing them with a one-stop shop of extensive inventory covering irrigation, lighting, turf and landscape maintenance, hardscapes, nursery, and pest control supplies. At SiteOne, we are passionate about delivering an outstanding customer experience and will stop at nothing to help our customers win. We know that our associates are the key to this success, and our commitment to Associate Resource Groups, SiteOne DNA, development programs, benefits, and perks contribute to a supportive work environment aligned with our vision to "Be a Great Place to Work for Our Associates". We prioritize our SiteOne DNA, fostering a culture of safety, teamwork, inclusivity, and continuous improvement. With over 800 locations and exciting expansion ahead, now is the perfect time to join SiteOne and grow Stronger Together™! Position Overview Join our team as Head of Enterprise AI & Automation, the leader accountable for defining SiteOne’s enterprise AI strategy, governing its responsible use, and ensuring AI-enabled process transformation delivers measurable improvements in how work gets done across the company. Reporting to the CIO, this role owns the end-to-end AI mandate (strategy, execution, and governance) with a clear focus on driving customer value, improving associate productivity, and increasing operational efficiency. The role leads a multidisciplinary organization that redesigns and transforms core business processes and enables them with automation and AI where it demonstrably improves outcomes. This leader operates at the enterprise level, partners closely with the executive team, and serves as SiteOne’s primary authority on AI, while remaining deeply grounded in operational reality and measurable results. What you'll do: Define and maintain SiteOne’s enterprise AI vision and multi‑year roadmap aligned to business strategy and operating priorities. Translate strategic objectives into a prioritized enterprise portfolio of AI and intelligent automation initiatives with clear business cases, outcome measures, and investment rationale. Advise executive leadership on where AI should and should not be applied based on value, risk, and organizational readiness. Own enterprise AI investment priorities, including build/buy/partner decisions related to AI capabilities and platforms. Be accountable for AI‑enabled transformation of critical end‑to‑end business processes across branch operations, sales, supply chain, shared services, finance, and customer‑facing functions. Lead and scale a transformation organization responsible for process discovery and reengineering, eliminating bottlenecks and manual effort, and applying automation and AI only after process redesign. Ensure AI and automation solutions are production‑grade, embedded in core operating processes, and adopted at scale. Drive measurable improvements in customer experience, associate productivity and capacity, cycle time, throughput, quality, and cost‑to‑serve. Own and govern the centralized enterprise AI and intelligent automation portfolio, prioritizing initiatives based on customer value, productivity impact, risk, and scalability. Establish outcome‑based metrics and enforce accountability for value realization across all initiatives. Own SiteOne’s AI governance framework and operating model, including standards for responsible use, human oversight, accountability, transparency, auditability, and regulatory compliance. Chair or lead enterprise AI governance forums and partner closely with IT, Security, Legal, and Data teams to ensure responsible AI adoption at scale. Define and evolve the enterprise AI operating model (centralized, federated, embedded) and build, lead, and develop a high‑performing AI and automation organization. Drive enterprise adoption and change by embedding AI into standard ways of working, including changes to roles, KPIs, and operating expectations. Raise organizational AI literacy while clearly communicating AI’s capabilities, limitations, and appropriate use. Hybrid Schedule: Primarily remote, with an expectation to work in-office 1–2 days per week at our Roswell, GA location. Travel: Up to 10% , company meetings, seminars, and site visits. Skills We Are Seeking Required Skills: Senior executive leadership experience with enterprise-level accountability. Strong business, financial, and operational acumen with credibility across executive and frontline audiences. Practical understanding of AI, automation, and digital technologies — including both capabilities and limitations. Proven record of leading large-scale, cross-functional business and technology transformation. Demonstrated ability to lead change, influence without direct authority, and operate effectively in complex organizations — experience owning strategy and driving operational execution through leaders and teams. Deep understanding of how end‑to‑end business processes operate in real environments. Ability to hold teams accountable for process redesign prior to automation. Experience establishing and enforcing enterprise governance models for technology-enabled change. Proven ability to lead organizational change that redefines roles, KPIs, and ways of working. Ability to drive adoption by embedding AI into standard operating processes — not optional tools. Clear communicator who can explain complex topics simply and build trust across diverse audiences. Preferred Qualifications: Experience leading intelligent automation, AI-enabled transformation, or digital operations programs. Bachelor’s Degree in Business, Finance, Information systems or equivalent SiteOne offers a competitive compensation and benefits package designed to support the well-being of our associates. Benefits for benefit-eligible associates may include: Competitive Compensation Medical, Dental and Vision plans Paid Time Off, Paid Holidays 401k with company match Tuition Reimbursement Lucrative Associate Referral Program Company Apparel and Work Boot Vouchers Opportunity for Advancement Paid Training and Business Certifications Available Free Counseling Services/Employee Assistance Program Life Insurance and Short- and Long-Term Disability Insurance Product Discounts Starting pay will depend on factors such as location and experience, and will always meet or exceed applicable state and local minimum wage laws. THE INFORMATION CONTAINED HEREIN IS NOT INTENDED TO BE AN EXHAUSTIVE LIST OF ALL RESPONSIBILITIES, DUTIES AND QUALIFICATIONS REQUIRED OF INDIVIDUALS PERFORMING THE JOB. THE QUALIFICATIONS DETAILED IN THIS JOB DESCRIPTION ARE NOT CONSIDERED THE MINIMUM REQUIREMENTS NECESSARY TO PERFORM THE JOB, BUT RATHER AS GUIDELINES. THEY MAY VARY FROM POSITION TO POSITION. SiteOne Landscape Supply is strongly committed to providing equal employment opportunities for all associates and all applicants for employment. All employment decisions at SiteOne-including those relating to hiring, promotion, transfers, benefits, compensation, placement, and termination-will be made without regard to race, color, national origin, genetic information, creed, sex, sexual orientation, gender, gender identity, religion, age, veteran status, uniform service, pregnancy, disability, or any other factor protected by applicable law. This position requires that candidates be authorized to work in the U.S. We are unable to provide sponsorship. Join our team as Head of Enterprise AI & Automation, the leader accountable for defining SiteOne's enterprise AI strategy, governing its responsible use, and ensuring AI-enabled process transformation delivers measurable improvements in how work gets done across the company. Reporting to the CIO, this role owns the end-to-end AI mandate (strategy, execution, and governance) with a clear focus on driving customer value, improving associate productivity, and increasing operational efficiency. The role leads a multidisciplinary organization that redesigns and transforms core business processes and enables them with automation and AI where it demonstrably improves outcomes. This leader operates at the enterprise level, partners closely with the executive team, and serves as SiteOne's primary authority on AI, while remaining deeply grounded in operational reality and measurable results. What you'll do: Define and maintain SiteOne's enterprise AI vision and multi‑year roadmap aligned to business strategy and operating priorities. Translate strategic objectives into a prioritized enterprise portfolio of AI and intelligent automation initiatives with clear business cases, outcome measures, and investment rationale. Advise executive leadership on where AI should and should not be applied based on value, risk, and organizational readiness. Own enterprise AI investment priorities, including build/buy/partner decisions related to AI capabilities and platforms. Be accountable for AI‑enabled transformation of critical end‑to‑end business processes across branch operations, sales, supply chain, shared services, finance, and customer‑facing functions. Lead and scale a transformation organization responsible for process discovery and reengineering, eliminating bottlenecks and manual effort, and applying automation and AI only after process redesign. Ensure AI and automation solutions are production‑grade, embedded in core operating processes, and adopted at scale. Drive measurable improvements in customer experience, associate productivity and capacity, cycle time, throughput, quality, and cost‑to‑serve. Own and govern the centralized enterprise AI and intelligent automation portfolio, prioritizing initiatives based on customer value, productivity impact, risk, and scalability. Establish outcome‑based metrics and enforce accountability for value realization across all initiatives. Own SiteOne's AI governance framework and operating model, including standards for responsible use, human oversight, accountability, transparency, auditability, and regulatory compliance. Chair or lead enterprise AI governance forums and partner closely with IT, Security, Legal, and Data teams to ensure responsible AI adoption at scale. Define and evolve the enterprise AI operating model (centralized, federated, embedded) and build, lead, and develop a high‑performing AI and automation organization. Drive enterprise adoption and change by embedding AI into standard ways of working, including changes to roles, KPIs, and operating expectations. Raise organizational AI literacy while clearly communicating AI's capabilities, limitations, and appropriate use. Hybrid Schedule: Primarily remote, with an expectation to work in-office 1-2 days per week at our Roswell, GA location. Travel: Up to 10% , company meetings, seminars, and site visits. Required Skills: Senior executive leadership experience with enterprise-level accountability. Strong business, financial, and operational acumen with credibility across executive and frontline audiences. Practical understanding of AI, automation, and digital technologies - including both capabilities and limitations. Proven record of leading large-scale, cross-functional business and technology transformation. Demonstrated ability to lead change, influence without direct authority, and operate effectively in complex organizations - experience owning strategy and driving operational execution through leaders and teams. Deep understanding of how end‑to‑end business processes operate in real environments. Ability to hold teams accountable for process redesign prior to automation. Experience establishing and enforcing enterprise governance models for technology-enabled change. Proven ability to lead organizational change that redefines roles, KPIs, and ways of working. Ability to drive adoption by embedding AI into standard operating processes - not optional tools. Clear communicator who can explain complex topics simply and build trust across diverse audiences. Preferred Qualifications: Experience leading intelligent automation, AI-enabled transformation, or digital operations programs. Bachelor's Degree in Business, Finance, Information systems or equivalent