Source Job

Canada Unlimited PTO

  • Lead and coach a team of Account Executives in Canada to drive software sales and revenue.
  • Develop territory and market strategies to identify growth opportunities across segments.
  • Collaborate with cross-functional teams to manage pipeline health and execution.

Sales Management Territory Planning Forecasting Cross-functional Collaboration

20 jobs similar to Regional Sales Director, Canada

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Canada

  • Lead enterprise new business acquisition and own revenue performance against growth targets.
  • Manage, coach, and scale a team of Enterprise Account Executives.
  • Drive data-driven sales culture and cross-functional go-to-market alignment.

The company is a B2B software/SaaS provider focused on enterprise sales and new business acquisition. It fosters a remote-first, collaborative culture that values coaching, data-driven decisions, and professional growth.

Japan Unlimited PTO

  • Drive growth in Japan by building the regional sales plan, maintaining pipeline visibility, and mentoring a team of Account Executives.
  • Support new logo acquisition and manage complex, multi-stakeholder accounts to expand GitLab's footprint.
  • Partner with marketing, business development, and cross-functional teams to build GitLab's reputation and align execution.

GitLab is the intelligent orchestration platform for DevSecOps, enabling organizations to increase developer productivity and accelerate digital transformation. With over 50 million registered users and trusted by more than 50% of the Fortune 100, GitLab fosters a high-performance culture driven by values and continuous knowledge exchange.

$104,800–$176,400/yr
North America Unlimited PTO

  • Lead and develop the recruiting team supporting Sales across the Americas, using coaching and development plans to build capability and accountability.
  • Partner with Sales leaders to define talent needs, share market insights, and guide hiring decisions across the US, Canada, and Latin America.
  • Use recruiting data to track team performance, identify bottlenecks, and improve hiring strategies across the Sales portfolio.

GitLab is an intelligent orchestration platform for DevSecOps that helps organizations improve productivity and accelerate digital transformation. Trusted by 50M+ users and half the Fortune 100, it fosters a high-performance, remote-first culture.

Canada

  • Lead and develop high-performing inside sales teams in a dynamic, technology-driven environment.
  • Drive revenue growth through data-driven sales processes, pipeline management, and forecasting.
  • Build strong customer and partner relationships while fostering an inclusive and collaborative culture.

This is a partner company listing via Jobgether, focused on technology-driven sales and customer engagement for software, subscription, or SaaS solutions. The organization provides a collaborative, international, and inclusive culture with an emphasis on continuous learning and professional development.

US Unlimited PTO

  • Lead, coach, and develop Strategic Account Executives serving the Southeastern US to deliver software sales, bookings, and revenue results.
  • Build and execute territory and industry plans based on market dynamics, customer needs, and competitive trends.
  • Own sales forecasts, territory management, and regional growth strategies aligned with GitLab's revenue goals.

GitLab is an intelligent orchestration platform for DevSecOps, enabling organizations to increase developer productivity and reduce security and compliance risk. Trusted by more than 50 million registered users and over 50% of the Fortune 100, GitLab has a high-performance culture driven by AI adoption, collaboration, and continuous knowledge exchange.

LATAM

  • Lead and coach a team of Commercial Account Executives to grow adoption of GitLab's AI-powered DevSecOps platform across LATAM.
  • Own software sales, bookings, and revenue, building territory plans and sales cadence using MEDDPICC.
  • Partner with Renewals, Marketing, and Sales Operations to manage pipeline health and drive regional growth.

GitLab is the intelligent orchestration platform for DevSecOps, helping organizations improve developer productivity and security. Trusted by more than 50 million users, GitLab has an all-remote, AI-driven culture that values collaboration and continuous knowledge exchange.

North America 18w maternity 18w paternity

  • Lead and develop a team of ~7 Account Executives to drive net-new logo acquisition across SME, Mid Market, and Emerging Enterprise accounts.
  • Own a team quota of ~$1.4M, using forecasting and pipeline analysis to hit revenue targets consistently.
  • Run weekly forecast calls, 1:1s, Gong reviews, and pipeline hygiene audits, partnering with Enablement on friction points.

UpGuard builds an AI-driven cyber risk posture management platform that processes 100 billion risk signals daily. A Certified Great Place to Work, 99% of team members agree it's a great place to work.

UK Ireland

  • Lead and execute sales strategies to exceed revenue and growth targets for the UK/I Public Sector.
  • Build strong relationships with key decision-makers and coach a team of Strategic Account Executives.
  • Drive solution-selling, customer adoption, and verticalisation while forecasting and reporting on team performance.

GitLab is the intelligent orchestration platform for DevSecOps, enabling faster, more secure software delivery. With over 50 million users and 50% of the Fortune 100 as customers, it offers a high-performance culture that embraces AI as a productivity multiplier.

Canada

  • Own the SMB strategy, P&L, and budget with full accountability for revenue, profitability, and growth.
  • Drive improvements across inbound conversion, client retention, outbound sales, partnerships, and adoption of services and AI-based solutions.
  • Build and lead a high-energy sales organization with rigorous performance management, coaching, and clear expectations.

Toptal is an exclusive network that connects companies with top freelance talent across software, design, and business. It is a fast-paced, rapidly growing company with a high-performance culture and a focus on delivering exceptional client outcomes.

Canada Unlimited PTO

  • Lead growth enablement strategy across sales, account management, onboarding, and customer activation.
  • Build scalable programs, onboarding, and certification to improve team readiness.
  • Partner with cross-functional leaders to drive enablement impact and continuous improvement.

A B2B SaaS company enabling sales and customer teams in the restoration field services sector. Remote-first across Canada, with a collaborative culture focused on growth and well-being.

Canada

  • Manage new and expansion opportunities across the territory with disciplined territory planning.
  • Execute partner-led co-sell motions with Channel Partners and PSMs, including training and enablement.
  • Build trusted relationships, lead commercial negotiations, and monitor funnel velocity and penetration.

Check Point protects over 100,000 organizations worldwide from sophisticated cyber and AI-driven threats with a prevention-first approach. Recognized by TIME, Newsweek, and Forbes, it fosters a culture of smart, curious people who take ownership and solve complex problems.

$97,500–$105,000/yr
Canada

  • Lead the full end-to-end sales cycle, from lead generation to contract negotiations and deal closure.
  • Develop and manage sales strategies for target account selling and identify growth opportunities.
  • Collaborate with cross-functional teams and partners to drive product adoption and contract growth.

Smile Digital Health provides a FHIR-based data liberation platform for healthcare stakeholders to collect and exchange data. They were ranked #19 on Deloitte's Technology Fast 50 for 2024 and foster a culture of respect, inclusion, and belonging.

US

  • Lead and scale the Enterprise Account Executive team across North America, owning the full revenue motion from new-logo acquisition to expansion.
  • Drive rigorous pipeline, deal management, and forecasting while coaching AEs on complex-deal selling techniques.
  • Partner cross-functionally with Marketing, Customer Success, and Product to build winning go-to-market plays and champion AI-powered sales tools.

Trulioo is a global leader in digital identity verification, enabling businesses to onboard customers, optimize costs, and combat fraud. With a team of dedicated experts and recognition as a BC Top Employer, the company fosters an inclusive, collaborative, and people-first culture.

US Unlimited PTO

  • Design and execute quarterly and annual sales plans to drive revenue growth and meet team quotas.
  • Provide inclusive, servant leadership to nurture and coach a team of Account Executives.
  • Partner cross-functionally with Sales Enablement, Product, Marketing, and Customer Success to ensure team efficiency.

Osano is a leading data privacy platform that helps organizations comply with global privacy regulations. They are a B-Corporation backed by top-tier investors, recognized as a Great Place to Work for four consecutive years, and known for their energetic, kind, and intentional culture.

Canada

  • Manage the full sales cycle from hunting new prospects to closing deals for Keyloop's automotive software solutions.
  • Build and maintain long-term partnerships with new and existing customers within assigned accounts.
  • Collaborate cross-functionally and maintain activity in Salesforce to exceed quarterly and annual targets.

Keyloop bridges the gap between dealers, manufacturers, technology suppliers, and car buyers by creating innovative technology for digital transformation. The company fosters an inclusive culture and encourages growth.

Canada 3w PTO

  • Proactively develop your pipeline through targeted prospecting, networking, and event participation.
  • Qualify real business needs and develop service proposals in collaboration with technical teams.
  • Represent Spiria with stakeholders at both executive and technical levels while managing account growth.

Spiria designs custom software solutions for organizations with real business challenges to solve through technology. They have a team of more than 150 specialists across Canada.

$137,200–$171,500/yr
US

  • Own sourced-expansion revenue and forecasting, reporting directly to VP and Revenue leadership.
  • Lead, hire, and coach strategic sellers, the staffing agency seller, and Manager of Account Managers.
  • Establish territory strategies and rules of engagement with CSMs, Partners, and new business sales.

G-P provides a SaaS-based Global Employment Platform enabling clients to expand into over 180 countries without local entity complexity. Its diverse, remote-first teams foster innovation and value every contribution.

Canada

  • Drive adoption of da Vinci Surgery through sale of new systems into targeted hospitals and health systems across Canada.
  • Develop and execute regional market expansion strategies to increase awareness and adoption of robotic-assisted surgery.
  • Build relationships with hospital executives, surgeons, and healthcare stakeholders to advance capital initiatives.

Intuitive is a global leader in robotic-assisted surgery, developing technologies like the da Vinci surgical system to make surgery less invasive. We are a team of engineers, clinicians, and innovators united by a purpose to improve patient outcomes worldwide.

$120,000–$145,000/yr
US

  • Drive overall sales strategy and coordinate cross-functional teams to grow the assigned territory.
  • Manage and grow key accounts while securing net new business and cross-selling solutions.
  • Develop strategic account plans, own pipeline, and maintain accurate forecasts in CRM.

Accela is an industry leader in government software, providing cloud-based SaaS solutions that improve efficiency and transparency for communities. The company has been operating for nearly 20 years and emphasizes diversity, equity, and inclusion, fostering a culture of belonging and psychological safety.

Americas

  • Build, lead, and coach a team of strategic Account Executives pursuing the largest accounts in Canals' markets.
  • Identify top opportunities and guide deal strategy through complex sales cycles, negotiations, and closing.
  • Run pipeline reviews, forecast calls, and partner with sales leadership to refine the approach to strategic accounts.

Canals builds software for wholesale distributors, helping them operate more efficiently through automation and AI. The company is profitable and rapidly growing, with a team of roughly 140 people across North and South America, focused on building great products and hiring exceptional people.