About Dialogue

Dialogue is the #1 virtual care provider in Canada. By developing our Integrated Health Platform🅫, we provide exceptional online health and wellness programs (primary care, mental health, iCBT, EAP, and wellness) to organizations that want to improve the wellness of their employees and families.

When it comes to our work, we set the bar high. Together, we’re transforming health and helping millions improve their well-being. We’re firm believers that great people don’t settle on:

• Impact
• Community
• Growth
• Excellence

Feel like you can make a difference? Good news, we saved you a seat! 

Come as you are. As a proud equal-opportunity employer, Dialogue is dedicated to creating a diverse and inclusive workplace for everyone. Qualified applicants will be considered regardless of citizenship, ethnicity, race, colour, religion, gender, gender identity or expression, sexual orientation, disability, age, or veteran status. Applicants who require specialized accommodation are encouraged to contact accessibility@dialogue.co.

Your role as Manager, Special Projects

We are seeking a hyper-organized, strategic and detail-oriented individual to support the COO as Manager of Special Projects. In this role, you will function as the Chief of Staff to the COO overseeing both Go-to-Market (GTM) and Service Operations departments. It requires exceptional judgment, excellent communication skills, and the ability to manage complex, high-impact initiatives with precision and discretion. You’ll partner closely with the COO and executive team to drive strategic projects forward, influence decision-making, and ensure flawless execution. Success means anticipating needs, prioritizing effectively, and consistently delivering high-quality work in a fast-paced environment.

This is a highly dynamic and visible role ideal for someone with excellent judgment, strategic thinking, and the ability to influence and collaborate across senior levels.

What you'll be doing

• Partner closely with the COO on high-priority strategic initiatives, providing analysis, synthesis, and execution support to drive impact across Go-to-Market and Operations
• Serve as a trusted advisor and sounding board on key decisions (i.e. pricing, RFP strategy, new program design, efficiency opportunities, and service development)
• Translate the COO’s vision and objectives into concrete action plans, ensuring accountability, clarity, and timely follow-through. Ensure decisions made at the COO level are clearly cascaded, understood, and acted upon across all relevant teams.
• Prepare materials and briefing documents for Board of Directors meetings, including GTM update presentation
• Support the preparation of internal and external communications for the COO, ensuring tone, clarity, and alignment with the company’s strategic direction.
• Lead or support special initiatives as assigned by the COO from operational pilots and process redesigns to cross-functional change management and internal communications.

We'd love to hear from you if you have

• Based in Montreal and bilingual (English and French)
• 5+ years of experience in strategy, consulting, chief-of-staff, or senior program/project leadership roles
• Proven experience working directly with C-level executives and Boards
• Exceptional written and verbal communication skills, including experience drafting executive-level messaging
• Strong project management capability, able to drive complex, cross-functional initiatives from idea through to execution
• Highly organized, detail-oriented, and comfortable managing competing priorities in a fast-paced environment
• Demonstrated discretion and ability to handle sensitive and confidential information with integrity
• A strategic, proactive, resourceful, and collaborative mindset
• Required to be in the office at least 4 days a week

Please note that as we serve customers across Canada, bilingualism is essential for this position. You may be required to communicate in French and English.

At Dialogue, your well-being is our priority

Taking care of others also means taking care of our team! Depending on your role and employment status, you could have access to the following benefits:

• Access to the Dialogue app and virtual mental health support for you and your family
• Fully funded insurance, a health spending account, dental coverage, and fitness reimbursement
• 4 weeks vacation, 9 wellness days, and 1 volunteer day
• Hybrid work: 3 days/week in our Montreal or Toronto offices, excluding remote roles
• Work abroad up to 4 weeks/year
• Incentive plans, referral bonuses & RRSP matching
• Learning via Coursera, external training budget & mentorship
• Optional parental leave top-up