Senior SDR, Player-Coach

This is a fully remote position, open to applicants in Canada.

📋 Description

• Take ownership of a personal pipeline generation target aimed at our Ideal Customer Profile: Learning & Development, Human Resources, and People leaders within mid-market and enterprise organizations.

• Execute multi-channel outbound strategies — utilizing email, LinkedIn, phone calls, and video — with a level of personalization that effectively resonates with senior decision-makers.

• Collaborate closely with Account Executives to secure target accounts, navigate complex organizational structures, and develop a pipeline that drives conversion.

• Mentor colleagues on their outreach strategies, calls, emails, and account management approaches.

• Co-develop and refine the Sales Development Representative playbook in partnership with the Chief Revenue Officer and Marketing team — including cadences, scripts, Ideal Customer Profile definitions, qualification processes, and handoff procedures.

• Assist in interviewing, onboarding, and training new Sales Development Representatives as the team expands.

⛳️ Requirements

• A minimum of 3 years of Sales Development Representative experience in B2B SaaS, demonstrating a proven history of consistently meeting and surpassing outbound quotas.

• Proven expertise in execution — your outbound approach stands out as genuinely exceptional, rather than merely satisfactory.

• An instinctive ability to provide coaching without needing to be prompted.

• Strong written communication skills — your emails should reflect professionalism and clarity, requiring no edits from a manager.

• Data literacy — you can analyze your own sales funnel, identify areas of drop-off, and distinguish between issues related to activity and messaging.

• A sincere desire to maintain a personal quota.

🏝️ Benefits

• Comprehensive medical, dental, vision, and extended health coverage starting from your first day.

• Unlimited paid time off known as “You Days,” where the entire company takes a day off to recharge and prioritize personal well-being.

• Paid leave on your birthday to celebrate and enjoy a day dedicated to you.

• Opportunities for professional growth via access to internal mentors and an extensive library of learning and development resources.

• A flexible, remote-first work environment.