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Dialogue

Enterprise Account Executive, West

Vancouver, BC, Canada

Pay: $102,960 to $120,120 CAD / year
Posting language: English
Posted: Sep 28, 2026

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Original job description

Your role as Enterprise Account Executive, West

The mission of the Enterprise Account Executive, British Columbia will be to build and execute a go-to-market strategy across the province, grow the Dialogue brand, and drive new business growth.

This is a unique opportunity to take ownership of a growing market. While Enterprise accounts will be a key focus, full-market coverage across British Columbia will be critical to the success of this role. We’re looking for someone who is excited by the opportunity to build, experiment, create relationships, and help shape how Dialogue grows in the region.

The ideal candidate is a highly entrepreneurial, hands-on sales professional who enjoys rolling up their sleeves, figuring things out, and taking ownership of their territory. You may have a strong track record selling into Enterprise organizations, or you may be a high-performing Mid-Market seller ready to take the next step into larger, more complex accounts.

Most importantly, we’re looking for someone who is motivated by the opportunity to make a meaningful impact on the health and well-being of Canadians.

What you’ll be doing:

Own the British Columbia market and develop a go-to-market strategy to build Dialogue’s presence, brand, and customer base across the region
Manage the full sales cycle, from prospecting and qualification through negotiation and close, with a focus on complex Enterprise opportunities
Build and grow relationships with Enterprise organizations, while maintaining a strong understanding of the broader BC market and identifying opportunities across segments
Develop and execute strategic account plans for key organizations, understanding their business priorities, challenges, stakeholders, and buying processes
Build a strong understanding of your territory, identifying target accounts, market opportunities, brokers, advisors, and strategic partners that can contribute to Dialogue’s growth
Take an entrepreneurial, hands-on approach to building your business - testing ideas, creating opportunities, and figuring out what works in the market
Collaborate cross-functionally with Sales, Business Development, Marketing, Customer Success, and other internal teams to develop compelling sales strategies, content, and customer experiences
Follow a structured sales process and maintain accurate records in our CRM, ensuring strong collaboration across Go-to-Market, Medical Operations, HR, Finance, Legal, and other teams
Leverage multiple channels - including Marketing and Business Development leads, strategic partnerships, brokers, advisors, and direct outreach - to generate new business opportunities
Build and maintain strong relationships with key brokers, advisors, and other strategic partners both locally and nationally
Confidently present Dialogue’s value proposition to senior and executive-level stakeholders through virtual meetings and in-person presentations
Continuously learn and adapt, using insights from customers, the market, and your own performance to refine your approach and grow the territory

We'd love to hear from you if you have:

Passionate professionalism – You’re not just selling a product; you’re representing health and care to some of Canada’s leading organizations. Your energy, credibility, curiosity, and presence are key differentiators
An entrepreneurial mindset – You enjoy owning a business, rolling up your sleeves, and figuring things out. You’re comfortable operating with autonomy and creating opportunities rather than waiting for them to come to you
Strategic and hands-on – You can think strategically about your territory and accounts while also being comfortable executing at the ground level - prospecting, building relationships, creating opportunities, and closing business
Proven experience in complex B2B sales – You bring 5+ years of B2B sales experience, ideally including experience selling into Enterprise and/or Mid-Market organizations, with a track record of building relationships, developing opportunities, and closing new business
Enterprise sales potential – You have experience navigating complex sales cycles and multiple stakeholders, or you’re a strong Mid-Market seller ready to grow into larger, more strategic Enterprise accounts
Strong relationship-building skills – You’re comfortable building relationships across an organization and developing credibility with senior and executive-level decision-makers
An evangelical sales approach – You thrive in a consultative sales environment, combining strong storytelling, communication, discovery, and sales acumen with the ability to clearly articulate value
A growth mindset – You’re curious, coachable, and motivated by continuously learning and taking on greater responsibility and complexity
A mission-driven mindset – You believe in making healthcare more accessible and are motivated by the opportunity to help improve access to quality physical and mental healthcare for Canadians
Strong understanding of the British Columbia market – You have experience selling into the region and understand the dynamics of the local business landscape. Experience selling into Vancouver and/or across BC is an asset

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

The posted salary range represents the expected hiring range for this role. At Dialogue, where a candidate's offer lands within the range is determined by relevant experience, demonstrated skills, and qualifications.

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More about this job

Responsibilities

Own and grow Dialogue’s British Columbia market by developing and executing a go-to-market strategy, generating new business, and managing complex enterprise sales from prospecting through close. Build strategic customer, broker, advisor, and partner relationships while collaborating across internal teams and refining territory plans based on market and customer insights.

Requirements

Candidates need at least five years of B2B sales experience, ideally selling to enterprise or mid-market organizations, and a record of developing relationships and closing new business. They should be entrepreneurial, consultative, comfortable navigating complex sales and senior stakeholders, and knowledgeable about the British Columbia business market.

Skills

Enterprise Sales
B2B Sales
Full Sales Cycle Management
Prospecting
Lead Qualification
Negotiation
Account Planning
Territory Strategy
Relationship Building
Executive Presentations
Consultative Selling
Stakeholder Management
Business Development
CRM Management
Market Analysis
Cross-Functional Collaboration

Benefits

Dialogue App Access
Virtual Mental Health Support
Fully Funded Insurance
Health Spending Account
Dental Coverage
Fitness Reimbursement
Four Weeks Of Vacation
Nine Wellness Days
Volunteer Day
Hybrid Work
Work Abroad Up To Four Weeks Per Year
Incentive Plans
Referral Bonuses
RRSP Matching
Coursera Learning
External Training Budget
Mentorship

Visa sponsorship

Not detected in the job text

Keywords

Enterprise Sales
B2B Sales
Mid-Market Sales
Go-To-Market Strategy
Full Sales Cycle
Prospecting
Lead Qualification
Negotiation
Account Planning
Territory Management
Business Development
Customer Relationships
Broker Relationships
Strategic Partnerships
Consultative Selling
Executive Stakeholders
CRM
Cross-Functional Collaboration
Healthcare
Mental Healthcare
Physical Healthcare
British Columbia Market
Vancouver Market

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