Sales Development Representative - SDR

Guideline, Inc.; Toronto; On-site; CAD 50,000 - 65,000; Full time

Job summary

Guideline, Inc. is seeking a Sales Development Representative (SDR) to drive revenue growth through engaging potential clients. This role offers world-class training and a clear path for career progression in a fast-paced environment. Ideal candidates are self-starters who thrive on prospecting and closing deals, equipped with strong communication and negotiation skills.

Benefits

Health, dental, life, and disability insurance

RRSP with company match

Paid time off and parental leave

Teledoc Health services

Employee recognition and referral bonuses

Qualifications

• 1+ years of experience in sales or customer service.
• Strong communication skills, both written and verbal.
• Self-starter with an engaging and resilient personality.

Responsibilities

• Respond immediately to inbound leads from demand generation campaigns.
• Conduct 2–3 discovery calls on many days with prospects.
• Make 25–30 outbound calls per day to drive engagement.

Skills

Communication

Negotiation

Problem Solving

Education

Bachelor’s degree in business or a related field

Tools

Salesforce

HubSpot

Excel

Job description

Sales Development Representative (SDR)

Location: Ontario-based, working EST hours

Job Type

Full-time

Description

Sales Development Representative (SDR)

Location: Ontario-based, working EST hours

Department: Sales

Reports to: CMO & VP, Demand Generation

About Guideline.ai

At Guideline.ai, we’re defining the future of advertising. By harnessing data transparency and advanced tools, we empower marketers to make smarter, faster, and more profitable decisions. We work with the world’s top brands, agencies, and media owners to transform media buying and selling into a more intelligent, efficient experience.

If you’re ready to be part of a high-growth company at the cutting edge of data, AI, and media, we’d love to meet you.

About The Role

As a Sales Development Representative (SDR), you'll be at the forefront of our revenue growth strategy, acting as the first point of contact for potential clients. This is not just another SDR role—it’s a launchpad into a successful sales career, with exposure to the full spectrum of modern go-to-market strategies.

You will engage with prospects through inbound leads generated by demand generation campaigns, outbound outreach to key accounts using ABM (Account-Based Marketing), and by identifying expansion opportunities within existing customers. You'll receive world-class training, coaching, and support, with a clear path for career progression into closing roles.

A Day in the Life of a Guideline SDR

• Rapid Follow-Up: Respond immediately to inbound leads from our demand generation campaigns, showing prospects the value of Guideline from the first touchpoint.
• Targeted Prospecting: Research and identify key accounts and decision-makers as part of personalized outbound ABM campaigns.
• Daily Outreach: Make 25–30 outbound calls per day, plus emails and social touches to drive engagement.
• Booked Meetings: Conduct 2–3 discovery calls on many days with prospects you’ve sourced, delivering compelling overviews of how Guideline can impact their business.
• Team Collaboration: Engage in daily stand-ups, share insights with marketing and sales, and continually refine your outreach approach.
  
  

Tools & Tech to Maximize Your Success

We Believe In Working Smarter. That’s Why We Provide Our SDRs With The Best Tools In The Business To Boost Productivity, Efficiency, And Success:

• AI-Enhanced Outreach: Research, write, and engage with precision using advanced AI tools.
• Sales Intelligence Platforms: Access real-time account insights and contact data to sharpen your outreach.
• Sales Stack: Salesforce, HubSpot, and modern engagement tools streamline your day and track performance.
• Training & Enablement: Ongoing coaching, playbooks, and mentorship to help you grow and exceed your goals.
  
  

Why This Role is a Career Accelerator

• Gain exposure to full-cycle sales strategies including inbound, outbound, and expansion.
• Work alongside experienced sales leaders and mentors who are invested in your success.
• Get hands-on training in ABM, AI tools, and data-driven selling.
• Follow a clear promotion path to Strategic Sales, Account Management, or Customer Success roles.
  
  

Compensation & Benefits

We offer competitive compensation based on experience, education, and skill level. Full-time employees also receive:

• Health, dental, life, and disability insurance
• RRSP with company match
• Paid time off and parental leave
• Teledoc Health services
• Employee recognition and referral bonuses
  
  

Diversity & Inclusion

At Guideline.ai, we believe diverse teams build better products and stronger companies. We’re proud to be an equal opportunity employer and encourage applications from people of all backgrounds, experiences, and perspectives.

Final Word: You Have to Love Sales

This role is for people who love sales—who thrive on prospecting, cold outreach, and opening new doors. If the idea of winning new business, chasing new logos, and owning your success fires you up, this is the opportunity for you. You’ll be surrounded by ambitious, high-energy teammates and leaders who are here to help you grow and succeed.

Requirements

About You

• A self-starter with an engaging, confident, and resilient personality.
• A team player with strong communication, negotiation, and problem-solving skills.
• Motivated by results, learning, and growth in a fast-paced, high-performance culture.
• Excited to prospect, chase new logos, and close deals—you genuinely love the thrill of sales.
• Comfortable using or quickly learning tools like Salesforce, HubSpot, Excel, and other CRM/engagement tools.
  
  

Requirements

• 1+ years of experience in sales, customer service, or similar client-facing roles (preferred but not required).
• Bachelor’s degree in business or a related field.
• Strong communication skills, both written and verbal.

Seniority level

• Seniority level

  Entry level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Technology, Information and Internet

Referrals increase your chances of interviewing at Guideline by 2x

Get notified about new Sales Development Representative jobs in Toronto, Ontario, Canada.

Sales Development Representative (SDR) - Canada (Fully Remote)

Business Development Generalist - B2B Sales

Business Development Representative SAAS Fintech

Toronto, Ontario, Canada CA$50,000 - CA$65,000 3 weeks ago

Greater Toronto Area, Canada 13 hours ago

We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.