Account Executive - Eastern

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 [email protected].

Your role as Account Executive

Reporting to Tania Fargnoli - Director of Sales , as Account Executive you’ll be the driving force behind expanding our footprint across eastern territories. You’ll thrive in a fast-moving, high-growth environment where hustle, grit, and the ability to pivot are key. Your job is to spark meaningful conversations, uncover client needs, and bring our Integrated Health Platform to life for organizations ranging from 250 to 1500 employees. You’re not just selling a solution—you’re telling a story that changes how people access healthcare.

What you'll be doing

• Manage the end-to-end sales process. This includes, but is not limited to identifying, qualifying, capturing, and closing complex sales within companies that have fewer than 1500 employees
• Be responsible for developing and executing strategies for AE outbound prospecting, Business Development collaboration, Partnership collaboration and growth, as well as achieving a revenue target
• Follow a defined sales process and record all activities in our CRM to effectively manage sales engagements which can include collaboration across the Go-to-Market team as well as Medical Operations, HR, Finance, Legal, etc.
• Optimize addressable market coverage and generate outbound pipeline/revenue opportunities
• Collaborate with Partnerships to source new partnerships and continue to develop existing relationships for which the AE is responsible and make up their respective territory
• Truly enjoy presenting Dialogue to partners and executives of prospective customers, both virtually and in-person

We'd love to hear from you if you have

• Grit & Agility: You're not afraid to pick up the phone, pivot on the fly, and dive into the unknown with confidence. You thrive in ambiguity and bring clarity where there isn’t any—turning uncertainty into opportunity
• Passionate professionalism: remember, you’re selling ‘health’ to some of the best brands in Canada in a highly competitive space. Your presence, passion, and professionalism represent key differentiators
• A mission-oriented mindset: we are selling a service that removes barriers to accessing quality physical and mental healthcare, and positively impacts the health, wellness, and well-being of millions of Canadians 
• Experience with strategic selling in a complex environment: You bring at least 5 years of B2B sales experience, ideally within the benefits and insurance sector, with hands-on experience working as a broker or closely partnering with brokers.
• You have a strong foundation in relationship management, sales rigor, and navigating multi-stakeholder deals.
• You’re skilled at consultative and evangelical selling—crafting compelling narratives, asking the right questions, and driving meaningful conversations. Your ability to build trust and influence across HR, finance, and executive stakeholders is key, especially in the unique and evolving world of virtual healthcare.

• Experience working with third-party administrators (TPAs), insurance brokers, and/or benefits advisors
• Experience selling to HR, Operations, and/or Finance leaders
• A background in the insurance or employee benefits industry
• Familiarity with Salesforce or similar CRMs

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