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B2B SaaS Sales Director at Jobgether in Canada, CA
Skills
Job Description
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a B2B SaaS Sales Director based in Canada.
As the first Sales Director, you will take ownership of the revenue engine at a rapidly scaling B2B SaaS organization. You will lead an established team of Account Executives while remaining deeply involved in strategic and complex enterprise deals. The role combines sales leadership, hands-on coaching, GTM strategy, and the development of scalable revenue processes. You will work directly with the CEO and founding team to shape the path toward $10M, $20M, and $30M+ in ARR. With a proven sales motion, strong pipeline, and established customers, you will build on a solid foundation rather than starting from scratch. This is a high-autonomy, high-impact opportunity for an entrepreneurial sales leader who wants to shape a growing organization.
Accountabilities:
- Own overall sales targets and take direct accountability for team ARR growth and revenue performance.
- Lead, coach, enable, and develop Account Executives across enterprise and mid-market segments.
- Actively support strategic and complex deals, stepping into live opportunities when needed to help move them toward close.
- Build, refine, and scale a repeatable sales playbook covering prospecting, qualification, discovery, demos, negotiation, and closing.
- Establish effective sales processes, qualification frameworks, pipeline management standards, and forecasting practices.
- Partner closely with the CEO and founding team on go-to-market strategy, pricing, expansion initiatives, and broader revenue planning.
- Maintain accurate pipeline visibility and reliable sales forecasting through HubSpot or equivalent CRM systems.
- Identify gaps and opportunities across the sales organization and proactively implement thoughtful, actionable improvements.
- Lead the hiring, onboarding, and development of future sales talent as the organization expands.
- Build and develop a high-performing GTM organization encompassing Account Executives and SDRs.
- Support sales events, customer meetings, and other strategic in-person activities as required.
Requirements
- Proven experience in B2B SaaS sales leadership, ideally with experience scaling an organization from approximately $5M ARR toward $10M, $20M, $30M+, or beyond.
- Demonstrated track record of owning a team revenue target and coaching Account Executives to consistently meet or exceed quota.
- Hands-on leadership style with the confidence to engage directly in important deals and help remove obstacles without relying on a personal quota.
- Experience building or refining sales processes within an early-stage, high-growth, or rapidly scaling organization.
- Strong command of both enterprise and mid-market sales motions, including outbound prospecting, discovery, product demonstrations, negotiation, and complex sales cycles.
- Consultative sales mindset with the ability to ask insightful questions, identify customer challenges, and develop compelling solutions.
- High degree of autonomy, ownership, and initiative, with the ability to identify priorities and execute without extensive direction.
- Proficiency with HubSpot or a comparable CRM platform.
- Highly organized, self-motivated, analytical, and results-oriented approach to sales leadership.
- Experience selling PRM, CRM, partnership management, or other B2B SaaS solutions is highly desirable.
- Familiarity with partner-led, channel, or ecosystem-driven sales models is a strong advantage.
- Strong communication and interpersonal skills, with the ability to influence executives, customers, and internal stakeholders.
- Willingness and ability to travel occasionally for customer meetings, sales events, and other business activities.
Benefits
- Annual salary of **$160,000–$200,000 USD**, plus **20–30% OTE**.
- **100% remote position** available to candidates based in Canada and the United States.
- Opportunity to build and lead a sales organization with significant growth potential.
- Direct exposure to the CEO and founding team, with visibility into company strategy and key business decisions.
- High degree of ownership and autonomy in shaping sales strategy, processes, and team development.
- Opportunity to work in a fast-growing B2B SaaS environment with an established product, customer base, and sales foundation.
- Entrepreneurial culture focused on execution, accountability, innovation, and measurable results.
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!
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.
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