ESA Public-Funding Program Lead

Outschool; Ottawa; Hybrid; CAD 198,000 - 274,000; Full time

Benefits offered by this job

Health insurance

PTO & family benefits

Hybrid & remote-friendly working model

Professional development budgets

Community impact & charitable matching

Job summary

Outschool is building the leading ESA platform in the country, expanding public-funding initiatives and reimbursement for families. You will lead cross-functional efforts across CX, Marketing, Legal, Finance, and Product, ensuring on-time delivery and scalable processes.

You will serve as the internal ESA expert, shaping product and messaging for families while pushing AI-enabled automations to improve efficiency and scale operations across a distributed team.

Qualifications

• Proven project or program management experience leading cross-functional initiatives to on-time, on-budget delivery.
• A track record of acting as a trusted partner across functions — not just tracking a plan, but building credibility and early problem-solving.
• Comfortable surfacing competing priorities, facilitating decisions, and communicating tradeoffs clearly.
• Strong operational orientation and ability to turn ambiguous requirements into repeatable workflows.
• Track record of improving operations and building scalable processes.
• Demonstrated use of AI tools to speed up delivery and improve efficiency.
• Deep understanding of ESA/public-funding and homeschooling landscape and the families it serves.

Responsibilities

• Lead cross-functional execution of public-funding and ESA initiatives across CX, Marketing, Legal, Finance, and Product — translate strategy into coordinated project plans, clear owners, and on-time delivery.
• Build trusted relationships with function owners to understand constraints and broker tradeoffs.
• Act as internal ESA-family expert, shaping product, GTM, and support decisions based on family personas.
• Own project-management systems and operating cadence for the public-funding program — roadmaps, dependencies, status tracking, decisions.
• Drive AI-enabled efficiency — identify and build automations (order-fulfillment, invoicing) to reduce manual work and scale the program.
• Continuously look for ways to improve ESA operations by streamlining workflows and scaling processes.
• Keep distributed teams coordinated, surface risks early, and maintain alignment across funded components.
• Partner with Partnerships Lead to coordinate partner-driven launches and program onboarding.

Skills

Cross-functional leadership

Project management

Decision facilitation

Operations optimization

AI-enabled delivery

ESA/public-funding knowledge

Job description

Outschool is building the leading ESA platform in the country, expanding public-funding initiatives and reimbursement for families. You will lead cross-functional efforts across CX, Marketing, Legal, Finance, and Product, ensuring on-time delivery and scalable processes.

You will serve as the internal ESA expert, shaping product and messaging for families while pushing AI-enabled automations to improve efficiency and scale operations across a distributed team.