Senior Risk & Compliance Leader - Tech, Data & AI

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

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 View email address on apply.j-vers.com .

Your role asRisk Manager

Reporting to the Director of Risk and Compliance, this is a senior individual contributor role where you will help shape Dialogue’s risk posture. You will need to understand the strategy, day-to-day operations, key decisions and challenges to design right-sized risk frameworks, policies and tools to support better decision making. You will not simply apply frameworks, your goal is to enable the business to move faster and smarter, ensuring risk management is a driver of success rather than a hurdle to innovation. The risk & compliance team is not here to police the business, but we are at its service, we are quick thinkers, we’re flexible and offer pragmatic advice to support better decision-making.

Dialogue was acquired by Sun Life in 2023. Although it still operates independently, you’ll need to have (or build) a general understanding of the financial services risk & compliance landscape and culture.

What you'll be doing:

• Leveraging data and understanding of the business to provide risk & compliance related advice to the business for key decisions : Vendor selection, key projects, changes to operations, new products, incidents, etc.
• Establish, own and maintain risk management frameworks that are right sized for Dialogue’s business and objectives, while aligning with Sunlife’s frameworks and underlying regulatory requirements
• Work across various risk & compliance topics : Third party risk management, Business continuity, data governance, model/AI risk, technology risk, etc.
• Support incident management and coordination
• Build automated risk monitoring capabilities
• Manage evolution of Dialogue’s GRC tool (vision, roadmap and execution)
• Respond to RFPs and Client Due Diligence questionnaires

We'd love to hear from you if you have

• Hard requirements : relevant bachelor/master’s degree, 5+ years of relevant experience, worked in heavily regulated industry, familiarity with technology, and fluent in french.
• Business Acumen: Demonstrated ability to leverage knowledge of the business and its objectives to provide sound advice related to risks.
• Pragmatism & Critical thinking : Demonstrated the ability to address issues without existing frameworks and looking beyond the compliance checklist, but by asking the right questions to form an objective opinion.
• Influencing & Challenge: Experience of effectively supporting, influencing and challenging stakeholders on key decisions and issues at various levels of the organization.
• Profound interest for the business: Experience of moving beyond "designing" and “policing”, and embedding yourself into the business to provide stronger support and advice.
• Other Assets : understanding of financial services risk/compliance landscape or other heavily regulated industry, broad exposure to various risk/compliance programs and exposure to managing corporate insurance portfolio.

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

Recruitment Fraud Notice
Dialogue only contacts candidates through official @dialogue.co email addresses. We never request payment, gift cards, or personal financial information at any stage of hiring, and we never extend an offer without a structured interview process. All open roles are listed exclusively at dialogue.co/en/careers . If you receive a suspicious communication claiming to be from Dialogue, do not respond — report it to < View email address on apply.j-vers.com > and verify the role on our official careers page.

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