Head of Mid Market Sales
New
J
JobgetherTalent acquisition technology
Flexibility to work remotely from Canada or the United States.Full-TimeDirector
SalaryAnnual on-target earnings for Canadian candidates ranging from CA$352,000 to CA$418,500, structured with a 50/50 base salary and commission split.
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Job Details
Requirements
- Extensive experience as a second-line sales leader in a high-growth B2B SaaS organization.
- Ideally, experience in a business generating at least $100 million in annual recurring revenue.
- Experience managing sales managers and leading multi-layered sales organizations.
- A record of recruiting, developing, and retaining high-performing sales managers and account executives.
- Experience leading a sales-led Mid Market go-to-market strategy, ideally targeting businesses with approximately 100 to 1,000 employees.
- A track record of achieving ambitious revenue targets and driving sustainable year-over-year growth in competitive SaaS markets.
- Knowledge of pipeline generation, pipeline coverage, demand generation programs, sales productivity, and forecasting practices.
- Experience developing multi-product sales strategies, including competitive replacement opportunities, product expansion, and complex sales cycles.
- Strong commercial and strategic thinking, leadership, coaching, collaboration, and relationship-building abilities.
- Communication and change management skills, with the ability to influence senior stakeholders and drive organizational alignment.
- A proactive, ownership-oriented mindset focused on measurable business impact.
- A customer-centric approach and interest in SaaS products and the talent acquisition technology industry.
Responsibilities
- Lead and develop the Mid Market sales organization across the Americas, initially overseeing three sales managers.
- Recruit, coach, mentor, and develop sales managers and account executives.
- Own regional revenue targets and translate business objectives into actionable sales strategies.
- Develop sales programs, scalable processes, and practices that improve execution and year-over-year growth.
- Drive pipeline generation, coverage, lead conversion, forecasting accuracy, and sales productivity.
- Identify opportunities in new industries, customer segments, and products to expand the serviceable market.
- Develop strategies for cross-selling, product expansion, and competitive replacement and consolidation sales cycles.
- Partner with Revenue Operations, Marketing, Product, and commercial leaders on go-to-market initiatives.
- Analyze regional performance and implement data-informed initiatives to address challenges and accelerate growth.
- Build a customer-focused culture of accountability, learning, communication, and leadership development.
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