Account Executive - Central Toronto, Ontario, Canada

Dialogue Technologies Inc.; Toronto; On-site; CAD 70,000 - 100,000; Full time

Job summary

Join a leading health technology company as an Account Executive in Toronto, driving impactful conversations to enhance healthcare access for organizations. As a pivotal team member, you’ll leverage your consultative selling skills to engage clients, achieve sales targets, and develop long-term partnerships, enhancing overall health and wellness in the community.

Benefits

Fully funded benefits plan

4 weeks vacation and wellness days

Unlimited access to wellness programs

Hybrid work approach

Custom learning program and training budget

Qualifications

• Experience with strategic selling in a complex environment (5+ years B2B sales).
• Experience selling to HR, Operations, or Finance leaders is a plus.
• Background in insurance or employee benefits is advantageous.

Responsibilities

• Manage end-to-end sales process for companies with fewer than 1500 employees.
• Develop and execute outbound prospecting strategies.
• Collaborate with cross-functional teams to optimize sales engagements.

Skills

Sales Rigor

Relationship Management

Consultative Selling

Agility

Education

Bachelor's Degree or equivalent experience

Tools

Salesforce

Job description

Your role as Account Executive - Central

Reporting to Tania Fargnoli - Director of Sales , as Account Executive you’ll be the driving force behind expanding our footprint across Toronto and Southwestern Ontario. 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, with 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 various roles is key, especially in the unique and evolving world of virtual healthcare

It’s even better if you also have:

• 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

At Dialogue, your well-being is our priority
Taking care of others also means taking care of our team. We’ve got you covered!

• A fully funded benefits plan, including a wellness reimbursement program
• Unlimited access to a variety of Dialogue’s programs for you and your immediate family
• 4 weeks of vacation, 9 wellness days and 1 paid volunteer day
• A hybrid work approach that involves 3 days per week in our beautiful Toronto office
• Access to a custom learning program, including an allocated budget for continuous external training
• Short and long-term incentive plans (on applicable roles)
• An optional parental benefits program
• Qualifying permanent and part-time employees are eligible for a Group Retirement Savings Program (GRSP) with a matching employer contribution from their first day at Dialogue, in accordance with policy terms

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] .

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