Top Benefits
About the role
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Director of Sales based in Canada. This is a high-impact leadership role at the center of a fast-growing SaaS organization redefining how partnership revenue is managed and scaled. You will own the entire revenue engine, leading a team of Account Executives across enterprise and mid-market segments while directly influencing deal execution and sales outcomes. Working closely with the CEO and founding team, you will shape go-to-market strategy, refine the sales motion, and build the systems required to scale from strong early traction to multi–tens of millions in ARR. This is a hands-on leadership position where you are expected to actively support deals, coach teams in real time, and drive performance excellence. The environment is fast-paced, execution-focused, and built for leaders who thrive in ambiguity and ownership. You will also play a key role in hiring, structuring, and scaling the sales organization. This is an opportunity to build a category-defining sales function from a proven foundation. \n
Accountabilities: In this role, you will be responsible for leading revenue generation, scaling the sales organization, and building a predictable, high-performance GTM engine. Own overall sales targets and be accountable for team revenue growth and ARR performance. Lead, coach, and actively support Account Executives across enterprise and mid-market deals, including direct involvement in key opportunities. Build and scale a high-performing GTM team, including Account Executives and SDRs. Develop and refine a scalable, repeatable sales playbook from prospecting to close. Define and optimize sales processes, qualification frameworks, and pipeline management standards. Partner closely with the CEO on go-to-market strategy, pricing, and expansion initiatives. Maintain accurate forecasting, pipeline visibility, and CRM discipline (HubSpot). Identify performance gaps and implement actionable improvements to improve conversion and efficiency. Lead hiring, onboarding, and development of future sales talent as the organization scales. Requirements: The ideal candidate is a hands-on sales leader with strong SaaS experience and a proven ability to scale revenue in high-growth environments. 5+ years of experience in B2B SaaS sales leadership roles with ownership of revenue targets and team performance. Proven success scaling revenue from early-stage growth toward $10M–$30M+ ARR environments. Strong track record of coaching and enabling AEs to consistently exceed quotas. Hands-on leadership style with willingness to actively support and unblock deals when needed. Experience building or refining sales processes in early-stage or fast-growth companies. Strong command of enterprise and mid-market sales cycles, including discovery, demos, negotiation, and closing. Highly autonomous, proactive, and results-driven with strong execution discipline. Proficiency with HubSpot or similar CRM tools. Experience in PRM, CRM, or partnership software is an asset. Familiarity with partner-led or channel sales models is a strong plus. Benefits: Competitive compensation: $5,900–$8,900 monthly + OTE 100% remote work within Canada Direct reporting line to the CEO with high strategic visibility Opportunity to build and scale a sales organization from an early stage High-growth startup environment with strong product-market traction Significant ownership and autonomy in shaping GTM strategy Entrepreneurial, execution-focused culture with minimal bureaucracy Opportunity to work with leading enterprise customers and recognizable tech brands
\n How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best! Why Apply Through Jobgether? Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time. #LI-CL1