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.
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.