Regional Account Executive, West

Dialogue Health Technologies Inc.; Calgary; On-site; CAD 80,000 - 120,000; Full time

Job summary

A leading virtual healthcare company is searching for a Regional Account Executive in Alberta to spearhead market expansion and cultivate relationships with enterprise clients. This impactful role involves managing the full sales cycle while collaborating with diverse teams to enhance the company's presence. If you possess strong sales experience and a passion for improving healthcare access, we would love to hear from you.

Benefits

Insurance and health spending account

4 weeks vacation and wellness days

Work abroad opportunities

Incentive plans and RRSP matching

Learning and mentorship opportunities

Qualifications

• 5+ years of experience selling to enterprise accounts.
• Proven experience in strategic, complex sales.
• Experience in health and benefits or insurance industry is a plus.

Responsibilities

• Manage the full sales cycle from prospecting to closing.
• Collaborate with cross-functional teams for sales materials.
• Build and maintain relationships with key brokers and advisors.

Skills

Sales Acumen

Communication Skills

Relationship Building

Consultative Selling

Tools

Salesforce

Job description

Your role as Regional Account Executive, West

The mission of the Regional Account Executive will be to create a go to market strategy for all of Alberta to build the Dialogue brand and to grow the Dialogue business. This will include all mid sized and larger/enterprise accounts however full market coverage is key to the success of this role. We’re looking for someone who is motivated by this enormous opportunity to have a positive impact on the health of Canadians.

What you’ll be doing:

Manage the full sales cycle, from prospecting and qualification to closing complex deals, primarily with companies of 2,000+ employees

Collaborate cross-functionally with Sales, Business Development, Marketing, and Customer Success to develop compelling content and materials for sales engagements

Follow a structured sales process and maintain accurate records in our CRM, ensuring seamless collaboration across teams including Go-to-Market, Medical Operations, HR, Finance, and Legal

Leverage multiple channels—including Marketing and Business Development leads, strategic partnerships, and direct outreach—to drive new business opportunities

Build and maintain strong relationships with key brokers and advisors, both locally and nationally

Confidently present Dialogue’s value proposition to executive-level stakeholders through virtual meetings and in-person presentations

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 top brands in a fast-paced, dynamic space. Your energy, credibility, and presence are key differentiators

A mission-driven mindset – You believe in making healthcare more accessible. Our services break down barriers to quality physical and mental healthcare and positively impact the lives of millions of Canadians

Proven experience in strategic, complex sales – You bring 5+ years of experience selling to enterprise accounts, with a focus on building relationships, demonstrating strong sales acumen, and operating with discipline and structure

An evangelical sales approach – You thrive in a consultative sales environment, combining excellent storytelling and communication skills with a deep understanding of the unique dynamics of the virtual healthcare space

It’s even better if you also have:

Experience in the health and benefits or insurance industry, with a solid understanding of the ecosystem and client needs

A track record of selling to HR, Operations, and/or Finance leaders, with the ability to tailor messaging to each stakeholder group

Experience selling into the public sector and/or financial services industry, navigating their unique procurement processes and compliance requirements

Familiarity with Salesforce or similar CRM platforms, with a disciplined approach to pipeline management and sales reporting

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, health spending account, dental coverage, and fitness reimbursement
• 4 weeks vacation, 9 wellness days, and 1 volunteer day
• 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

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

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 [e-mail] .

Apply for this job

*

indicates a required field

First Name *

Last Name *

Email *

Phone *

Resume/CV *

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

Are you eligible to work in Canada? * Select...

What is your expected total compensation range (base salary + variable/OTE)? It's important for us to understand your expectations around both the base and variable components so we can align early on. *

Is your current place of residence in Calgary, Alberta? * Select...

Do you have experience selling into the Health and benefits industry? *

La version anglaise suivra | The English version will follow

We invite you to complete this optional demographics survey to help us evaluate our diversity, equity, and inclusion efforts as we continue to build teams reflective of the communities we serve. Submission of this form is voluntary. Therefore, your decision to participate or decline in the survey will in no way affect your job application.

Your responses will remain 100% anonymous. Moreover, the information obtained shall not inform any hiring decision and may only be used to assess our hiring practices and understand the efficacy of our efforts to create a more diverse and inclusive company.

If you have any questions about the collection or use of this information, please contact [e-mail] .

Quel âge avez-vous? | What is your age? Select...

À quel genre vous identifiez-vous? | To which gender do you identify? Select...

À quelle orientation sexuelle vous identifiez-vous? | To which sexual orientation do you identify? Select...

Select...

Select...

Avez-vous un handicap (sélectionnez toutes les options applicables)? | Do you have any disability (mark all that apply)? Select...