Location: Montreal, Quebec
Our client is a Canadian-founded virtual healthcare provider offers organizations a unified digital platform that centralizes employee well-being services, ranging from primary care and mental health support to employee assistance and preventive wellness programs.
The platform emphasizes measurable impact and cost efficiency. Accredited by national safety bodies and compliant with rigorous quality standards. Its focus on coordination across services helps employers cut healthcare costs while boosting staff productivity, engagement, and satisfaction, with tens of thousands of organizational clients and millions of end•users across Canada.
This role:
Reporting to the Director, Enterprise Accounts, your mission will be to engage with enterprise-level organizations (2,000+ employees) across Eastern Canada, Quebec and Maritimes.
You will focus on building strategic relationships with some of the country’s most prominent employers, championing their virtual healthcare solutions.
You will:
•Own the end-to-end sales cycle, From prospecting and qualification to solution development and closing, targeting companies with 2,000+ employees across Eastern Canada
•Build and manage a pipeline of high-value opportunities by leveraging inbound leads, partnerships, and proactive outreach
•Confidently deliver tailored pitches and demos to executive-level stakeholders (virtually and in-person), positioning Dialogue as a strategic healthcare partner
•Collaborate cross-functionally with teams across Sales, Business Development, Marketing, Customer Success, Medical Operations, Finance, HR, and Legal to ensure alignment and deal velocity
•Document activity in CRM (Salesforce) and follow a structured sales methodology to maintain pipeline hygiene, forecast accurately, and share insights across the team
•Partner with Marketing to co-develop content and campaigns to support enterprise growth
Must Have Skills:
•8+ years of B2B sales experience
•Strong foundation in relationship management, sales rigor, and navigating multi-stakeholder deals.
•Experience selling to HR, Operations, and/or Finance leaders
•Familiarity with Salesforce or similar CRMs
•Presentation skills – both online and in person, and excellent communication skills
•Fluently bilingual in English and French
Nice to Have Skills:
•Experience working with third-party administrators (TPAs), insurance brokers, and/or benefits advisors
•A background in the insurance or employee benefits industry
