Program Manager

Summary

Join Twilio as a Program Manager for Owl Gatherings and shape the future of in-person connections within a global, remote-first company. You will define a vision for in-person gatherings, build a strategic roadmap, and execute the plan, ensuring seamless implementation and utilizing existing tools and vendor partnerships. This role involves measuring program effectiveness, iterating based on data, and partnering cross-functionally with various teams. You will also provide executive updates and manage program resources and communications. The position requires significant experience in program or project management, a remote-first environment, and strong cross-functional teamwork and executive communication skills. The role is remote and based in Canada, with occasional travel.

Requirements

• Strategy & Execution: Proven ability to define compelling strategic visions, translate them into actionable plans, and execute those plans end-to-end
• Experience: 12+ years of professional experience, with at least 5 years in program or project management roles
• Remote Environment: Prior experience in a remote-first/distributed company
• Cross-Functional Teamwork: Proven ability to build relationships and drive alignment across diverse, cross-functional teams and committees
• Executive Presence: Exceptional executive communication and presentation skills; comfortable influencing and aligning with leaders at all levels
• Analytical Mindset: Able to collect, interpret, and present data, using insights to make decisions and drive continuous improvement

Responsibilities

• Define Our Vision: Assess the current state of in-person gatherings across the company: gather and analyze data, identify pain points, understand our existing tools and vendor landscape, and uncover opportunities to better connect teams and build culture
• Build the Strategy & Roadmap: Develop an ambitious yet achievable future state for in-person gatherings, aligned with company goals and scalable across our global organization. Create a clear, data-driven roadmap to get us there, making thoughtful recommendations that incorporate our current platforms and vendor partnerships (e.g., Reed & Mackay, Navan, Gable)
• Operationalize & Execute: Roll up your sleeves to execute on your roadmap—ensuring seamless implementation from high-level program design to relevant, hands-on tasks—always factoring in how to best utilize existing tools, resources, and vendor partnerships
• Measure & Iterate: Establish and report on KPIs, including employee/team engagement and spend, leveraging both existing and new metrics that you help define. Use this data, along with input from our partners and systems, to continuously improve the program. Establish systems to track who is gathering, how often, and for what purpose, ensuring visibility into trends and outcomes
• Partner Cross-Functionally: Serve as a key member of the “open work” committee, driving alignment with colleagues from procurement, corporate security, real estate, legal, and more, ensuring that updates or changes to the program align with cross-functional priorities—including tool and vendor usage
• Provide Executive Updates: Present program strategy, progress, and results to senior leaders; influence and secure alignment and buy-in at the executive, director, and manager levels
• Manage Program Resources & Communications: Own all resources related to the in-person gatherings program. This includes auditing, updating, and maintaining internal intranet pages (Switchboard), crafting and executing communications campaigns for program updates, and ensuring employees have up-to-date, accessible information and tools for participating in gatherings

Preferred Qualifications

• Experience in technology industry
• Experience in a high-growth environment
• Experience planning corporate events, team offsites, etc. strongly preferred
• Experience with platforms like ServiceNow, Gable, Reed & Mackay, Navan, or similar tools is helpful

Benefits

• Competitive pay
• Generous time off
• Ample parental and wellness leave
• Healthcare
• A retirement savings program
• Health care insurance
• 401(k) retirement account
• Paid sick time
• Paid personal time off
• Paid parental leave