• Partner with the CEO and ELT to define Raintree's internal AI strategy and operating priorities; defend the roadmap with rigorous ROI analysis • Build and chair an executive AI council that sets policy, approves investments, and unblocks cross-functional work • Run the AI champions network — a working group of departmental representatives — as the operating engine of the program • Brief the board on AI program health, financial impact, and forward investment plan on a quarterly cadence • Navigate cross-functional alignment without direct authority • Architect and ship agentic workflows on frontier models (Claude, GPT, Gemini, leading open source) that automate or substantially augment real work across the business • Build the semantic and data layer that is the foundation of the entire program • Build MCP-based integrations into Salesforce, Slack, Gong, our ticketing systems, our finance and close tooling • Establish the evaluation, observability, and red-team practices that keep agents performant and safe in production • Build Raintree's AI governance framework • Track, validate, and report ROI

• Establish, scale, and operate the enterprise AI capability as a core business function. • Serve as the enterprise authority for AI strategy, operating model, governance, and value delivery. • Ensure AI initiatives deliver measurable outcomes across R&D, Clinical, Manufacturing, Quality, Commercial, and Corporate functions. • Own the end-to-end enterprise AI lifecycle, including strategy, portfolio prioritisation, operating model design, and governance frameworks. • Lead the Enterprise AI Center of Excellence (CoE), build organizational capability through training, and partner with senior leaders to embed AI into business processes.

• Lead a team responsible for building and maintaining the systems, automations, and infrastructure that power every internal department • Manage and develop a team of builders (AI/Automation technical builders) across multiple skill levels through coaching, mentorship, performance management, and career growth planning • Establish and maintain the technical standards and quality expectations for all systems and automation work • Personally contribute to high-leverage technical builds while helping scale team capability and headcount • Own vendor relationships across platforms such as Zoom, Twilio, SendBlue, Zapier, N8N, Supabase, Notion, Slack, Loom, Calendly, and future tooling • Maintain Build Team velocity standards and ensure all requests move from submission to active project management quickly and effectively • Partner closely with the Director of Operations to support technical decision-making, reporting, hiring initiatives, and cross-functional execution • Represent the Build Team in company-wide conversations and proactively surfacing recommendations, risks, and opportunities • Collaborate with peer leaders across Data, Project Management, Sales, Marketing, and Operations to deliver scalable solutions across the organization

Role Description This is a part-time non-Union contract position scheduled to instruct 3 client cohorts, consisting of 20 hours per week for 8 weeks. The three cohort dates are as follows: - #1: March 16 to May 8, 2026 - #2: June 15 to August 7, 2026 - #3: September 14 to November 6, 2026 The position assumes online facilitation (Monday to Friday, from 12:30 pm to 3:30 pm). This position is located at 3100 Rutherford Road, Suite 102, Vaughan (Virtual). To deliver high-quality Early Childhood Education (ECE) language training that supports clients in achieving employment. Qualifications - TESL Ontario Certified. - Post-secondary diploma or degree in Social Services, Career Development, or a related field, or equivalent experience. - Minimum of two (2) years’ experience teaching ESL or LINC at the higher CLB levels. - In-depth knowledge of and experience using the Canadian Language Benchmarks and the LINC curriculum guidelines or the Curriculum Guidelines for the Ontario Adult Non-Credit Language Training Program. - Previous experience providing online facilitation or online course delivery. The ability to provide technical troubleshooting will be considered an asset. - Experience in curriculum design or adaptation for intermediate levels/pre-employment language training programs. - Completion of Portfolio-Based Language Assessment (PBLA) will be an asset. - Knowledge of access to career issues facing newcomers, job search techniques, employment-related vocabulary, and professional terminology. - Experience working with diverse client populations, including individuals facing barriers to employment. - Client-centered Communication & Relationship Building: Builds trust through empathetic, professional, and effective communication with diverse clients and partners. - Facilitation, Collaboration & Interpersonal Skills: Engages individuals and groups while working collaboratively to support integrated service delivery. - Problem-Solving, Judgment & Adaptability: Applies critical thinking and sound judgment to address client needs in a dynamic environment. - Accountability, Organization & Results Orientation: Manages priorities effectively while delivering accurate, high-quality work and achieving performance targets. - Knowledge of Microsoft Office / Microsoft Office Suite, including commonly referenced tools such as Word, Excel, Teams, PowerPoint, and email. - Knowledge of virtual collaboration and service-delivery tools, especially MS Teams, Moodle, and other online tools used for workshops, coaching, and service delivery. - Knowledge of databases, reporting tools, and data-entry systems used for documentation, tracking and reporting. - Required to provide a valid Vulnerable Sector Screening (VSS) Police check completed within the past 6 months. Requirements - Achieves individual service delivery targets, including group coaching session delivery and others as required from time to time. - Tracks, monitors, and reports on key performance indicators and adjusts service delivery approaches as needed to meet program targets. - Maintains attendance records, participants' progress reports, and other documentation as required. - Demonstrates accountability for individual and team performance outcomes, ensuring alignment with funder expectations and organizational standards. - Engages in ongoing learning and professional development, including participation in training sessions, knowledge-sharing activities, and continuous improvement initiatives throughout the year. - Works collaboratively with internal roles to support coordinated service delivery. - Participates in team meetings, case discussions, and service planning activities as required. - Provides professional input to improve service delivery and client outcomes. Benefits - Meaningful work supporting employment success and community integration. - Collaborative, mission-driven workplace. - Ongoing learning and professional development opportunities. - A diverse, inclusive, and value-driven organization. Location and Salary Information - LOCATION: 3100 Rutherford Road, Vaughan (1 Vacancy) - DURATION: Cohort Details on page 1 - SALARY RANGE: $42.40 per hour (Please note the salary for this role is currently under review) - POSTING DATE: June 5, 2026 - CLOSING DATE: June 19, 2026 How to Apply Interested candidates are invited to submit their résumé and cover letter outlining their qualifications and interest in the role.