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Twilio

Program Manager, Owl Gatherings

Job Summary

The role involves developing and executing strategic plans to enhance in-person gatherings across a global organization, aligning with company goals. It requires extensive program management experience, particularly in coordinating cross-functional teams and vendor partnerships. The candidate will define data-driven roadmaps, measure program success through KPIs, and communicate progress to senior leadership. This position is remote and emphasizes collaboration, strategic thinking, and effective program execution in a flexible work environment.

Required Skills

Data Analysis
Remote Work
Cross-functional Collaboration
Program Management
Vendor Management
Event Planning
Strategy Development
Project Execution
Executive Communication
KPI Setting & Tracking

Benefits

Health Insurance
Paid Parental Leave
Paid Sick Leave
Retirement Savings
Flexible Work Arrangements
Paid Personal Time Off

Job Description

Who we are

At Twilio, we’re shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences.

Our dedication to remote-first work, and strong culture of connection and global inclusion means that no matter your location, you’re part of a vibrant team with diverse experiences making a global impact each day. As we continue to revolutionize how the world interacts, we’re acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.

See yourself at Twilio

Join the team as Twilio’s next Program Manager, Owl Gatherings

About the job

With a global workforce of 5,000+ employees, in-person gatherings are essential to Twilio’s remote-first culture. We’re searching for a Program Manager who thrives at both the strategic and operational levels—someone who can architect a bold vision for how in-person connections drive our company forward, and then deliver on that vision through meticulous program management. This role will report to the Senior Director, People Planning & Spaces.

Responsibilities

In this role, you’ll:

  • 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.

Qualifications

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!

*Required:

  • 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.

Desired:

  • 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.

Location

This role will be remote and based in Canada

Travel

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel occasionally to participate in project or team in-person meetings.

What We Offer

Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location.

Compensation

The estimated pay ranges for this role are as follows:

  • Based in British Columbia CAD 129,800.00 - CAD 162,300.00

This role may be eligible to participate in Twilio’s equity plan and corporate bonus plan. All roles are generally eligible for the following benefits: health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave.

The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.

Applications for this role are intended to be accepted until 8/15/25, but may change based on business needs.

Twilio thinks big. Do you?

We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That's why we seek out colleagues who embody our values — something we call Twilio Magic. Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts.

So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions.

Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally, Twilio participates in the E-Verify program in certain locations, as required by law.

Interested in this job?

Application deadline: Open until filled

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Twilio

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See more jobs
Date PostedAugust 15th, 2025
Job TypeFull Time
LocationRemote - Ontario, Canada
SalaryCA$129,800 - CA$162,300
Exciting remote opportunity (requires residency in Canada) for a Program Manager, Owl Gatherings at Twilio. Offering CA$129,800 - CA$162,300 (full time). Explore more remote jobs on FlexHired!

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