Why This Job is Featured on The SaaS Jobs
This AI Program Lead role stands out in the SaaS landscape because it operationalises AI adoption as an enterprise program rather than a series of isolated experiments. With direct reporting into the CTO and a formal cadence with executive stakeholders, the remit signals a product-led organisation treating AI as a platform capability spanning functions, tooling, and governance. The focus on portfolio visibility, standards, and decision forums reflects the realities of shipping AI features and internal agents inside a live SaaS environment where security, compliance, and reliability matter.
From a SaaS career perspective, the position builds durable expertise in turning emerging technology into repeatable operating mechanisms. Managing cross-functional delivery without direct authority, creating shared reporting and risk practices, and guiding data and knowledge foundations are all transferable to scaling SaaS companies introducing AI into product, go-to-market, and operations. The work also sharpens executive communication, particularly the ability to translate technical progress into business-level tradeoffs and approvals.
This role best fits a program leader who prefers structured execution in ambiguous domains and is comfortable being the connective tissue across product, engineering, and business functions. It suits someone ready for high-visibility stewardship, with enough AI fluency to ask the right questions while keeping teams aligned on outcomes and governance.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
About FacilityOS
FacilityOS is a fast-growing company redefining how facilities operate—bringing safety, security, and daily operations into one unified platform used by organizations around the world.
As we continue to scale globally, we’re building a team of driven, curious people who want to make an impact. You’ll be part of a dynamic, collaborative culture where individuals are trusted to take ownership, solve meaningful problems, and grow in their careers. Our team comes together in-office twice a week to connect, collaborate, and build momentum.
If you’re looking to do your best work alongside a great team in a high-growth environment, FacilityOS is the place to build your career.
What We’re Looking For
The AI Program Lead reports directly to the CTO and serves as the central driver of AI strategy execution across FacilityOS. This is a high-visibility, cross-functional role that sits at the intersection of strategic program management, organizational enablement, and executive governance.
The ideal candidate brings both operational discipline and a genuine understanding of AI, someone who can manage a complex portfolio of initiatives, build the foundational infrastructure that makes AI adoption sustainable, and communicate program health clearly to C-suite leadership.
Department leaders own the AI transformation of their own functions, including the discovery, tooling, and outcomes of the agents and initiatives within their teams. The Program Lead's role is to consolidate that effort into a single coherent program: holding teams accountable, pushing initiatives forward, and guiding and coaching departments through adoption. The Program Lead is the organization's single voice of truth for enablement progress and success.
Key Responsibilities
Program Execution & Portfolio Management
- Own end-to-end execution across a portfolio of cross-functional AI initiatives, from evaluation through launch to value realization
- Define and maintain program governance structures including owners, milestones, dependencies, and risk registers
- Proactively identify blockers, resolve execution gaps, and escalate delays with clarity and context
- Drive accountability across teams without direct authority, ensuring high-quality and timely delivery
AI Infrastructure & Enablement
- Design and implement org-wide frameworks and standards that enable consistent, scalable AI adoption across departments
- Lead the development of knowledge infrastructure, including content architecture, data foundation layers, and AI-readiness standards that supports enterprise AI deployment
- Evaluate and guide the adoption of data platforms and tooling in support of the company's AI strategy
- Establish and maintain consistent execution tools, tracking practices, and reporting standards across teams
Governance & Executive Reporting
- Facilitate weekly AI Council alignment meetings with VP and C-suite stakeholders, including the CTO, CRO, CFO, and CEO, a forum for visibility and cross-functional alignment; formal approvals remain with C-level leadership
- Prepare and deliver clear, high-quality executive status updates covering portfolio health, risks, and items requiring C-level decision or approval
- Lead technical coordination forums (e.g., AI Tech/Integration SWAT) bridging engineering, product, and operations
- Maintain centralized program visibility into project status, risks, resource needs, and strategic alignment
- Ensure program initiatives are evaluated against corporate compliance and security policy requirements, escalating for review and approval as needed
Stakeholder & Vendor Coordination
- Partner with VPs and functional leads across all departments to align goals, scope, and delivery timelines
- Manage cross-functional handoffs and interdependencies to minimize execution friction
- Coordinate external vendor and contractor engagements, ensuring accountability and alignment to project outcomes
- Serve as the connective layer between CTO strategic priorities and department-level execution
- Guide and coach department leaders as they own the AI transformation and use of AI within their own functions
Qualifications
- 5+ years of experience in program management, strategic operations, or technology leadership within a SaaS or enterprise technology environment
- Demonstrated ability to manage complex, cross-functional programs with multiple workstreams, stakeholders, and competing priorities
- Strong working knowledge of AI tools, data platforms, or enterprise SaaS implementations
- Experience designing operational frameworks, governance structures, or enablement programs at an organizational level
- Excellent communication skills with a track record of presenting to and influencing C-suite and VP-level audiences
- Comfortable driving progress in high-ambiguity, fast-moving environments without direct authority
- Familiarity with AI concepts including LLMs, agent frameworks, knowledge management, and data infrastructure is a strong advantage
- PMP, Agile, or equivalent certifications are a plus but not required
Why work at FacilityOS?
We Work Hard And Play Hard And We Do Both With Passion And Respect For One Another. Our Company Promotes a Fast-paced, Fun, Friendly, And Highly Collaborative Work Environment That Provides
🩺Comprehensive health coverage
🏠A Hybrid work environment
💡Opportunity for advancement and growth
🍕 Catered Events, Snacks, Drinks – You won’t go Hungry!
🥳 Birthday and Life Celebrations
🎉 Two annual parties in a year
FacilityOS Commitment
We believe that a diverse team is the key to innovation and growth. We are an equal opportunity employer that value diversity at our company and encourage all candidates to apply. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
FacilityOS will accommodate individuals with disabilities through each stage of the recruitment and selection process. Please advise us of any needs when your interview is booked, and we will do our best to meet your needs.
Please note that all candidates must be legally eligible to work in Canada or United States.
Background and Reference Checks
Any offer of employment may be conditional upon full background checks including a criminal record check, a credit check and employment and educational verifications. A reference check will also be conducted.
We may use artificial intelligence (AI) tools to support parts of the hiring process such as reviewing applications. These tools assist the recruitment team but do not replace human judgment. All advancement and hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us or click here.
FacilityOS thanks all candidates for their interest, however only those selected to continue in the process will be contacted.
Compensation Range: CA$140K - CA$155K
