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Dialogue

Sales Development Representative

Toronto, ON, Canada
Montreal, QC, Canada

Posting language: English
Posted: Sep 25, 2026

Apply About employer

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Original job description

Your role as a Sales Development Representative

Reporting to Corey Klein, Director of Revenue Operations, the mission of the Sales Development Representative is to open doors that others can’t by bringing creativity, fearlessness, and genuine curiosity to every outreach, turning cold accounts into warm conversations that fuel Dialogue’s growth.

What you'll be doing

Generating qualified opportunities through outbound prospecting across email, phone, LinkedIn, and other creative channels
Researching target accounts to craft relevant, personalized outreach that resonates with each audience
Leveraging AI tools to sharpen research, personalize outreach at scale, and work smarter, treating AI as a teammate that helps you punch above your weight
Partnering closely with Account Executives and Marketing to build account strategies and convert inbound interest into booked meetings
Keeping Salesforce clean and current so that every lead, activity, and opportunity tells a clear story
Testing new messaging, sequences, and channels fearlessly, sharing what’s working (and what’s not) with the team to raise the bar for everyone
Conducting discovery to uncover pain points and opportunities for enhancement in organizations employee wellness strategy, and effectively communicate Dialogue’s value as a potential solution
Representing Dialogue’s mission authentically in every interaction, so prospects feel the difference from the very first touchpoint

We'd love to hear from you if you have

You have some experience in a sales, business development, or customer-facing role (bonus points if it’s in SaaS, health, benefits, or insurance)
You’re curious about people and businesses, and you enjoy figuring out what makes a prospect tick before reaching out
You’re comfortable with tools like Salesforce, LinkedIn Sales Navigator, and sales engagement platforms, or you pick up new tools quickly
You’re already experimenting with AI in your workflow, or you’re genuinely excited to
You’re energized by targets and feedback, and you treat a “no” as information rather than rejection
You like being in the details while never losing sight of the bigger goal, and you thrive collaborating with AEs, marketing, and RevOps to hit it

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

L’échelle salariale indiquée représente l’échelle prévue pour l’embauche à ce poste. Au sein de Dialogue, la position de l’offre d’un candidat au sein de cette fourchette est déterminée en fonction de son expérience pertinente, ses compétences démontrées et des qualifications.

Apply About employer

More about this job

Responsibilities

The Sales Development Representative is responsible for generating qualified opportunities through outbound prospecting and personalized outreach across multiple channels. They will partner with Account Executives and Marketing to convert leads while maintaining accurate data in Salesforce.

Requirements

Candidates should have experience in sales, business development, or customer-facing roles, with a preference for SaaS or health industry backgrounds. Proficiency with sales tools like Salesforce and LinkedIn Sales Navigator, along with an interest in AI-driven workflows, is required.

Skills

Outbound prospecting
Salesforce
LinkedIn Sales Navigator
AI tools
Lead generation
Account strategy
Discovery
Messaging
Communication
Business development
SaaS
Health
Insurance
Customer-facing
Revenue operations

Benefits

Dialogue app access
Virtual mental health support
Fully funded insurance
Health spending account
Dental coverage
Fitness reimbursement
4 weeks vacation
9 wellness days
1 volunteer day
Incentive plans
Referral bonuses
RRSP matching
Coursera learning
External training budget
Mentorship
Parental leave top-up

Visa sponsorship

Not detected in the job text

Hiring contact

Corey Klein

Keywords

Outbound Prospecting
Salesforce
LinkedIn Sales Navigator
AI
SaaS
Health
Insurance
Revenue Operations
Lead Generation
Account Executives
Marketing
Employee Wellness
Discovery
Customer-facing
Business Development
Hybrid Work
RRSP
Coursera

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