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Head of Sales

Venn8 days ago
Toronto, ON
C Level
full_time

Top Benefits

Generous equity ownership
Comprehensive medical, dental, vision insurance

About the role

About Venn

Venn is transforming business banking for Canadian entrepreneurs. As the ONLY digital banking platform in Canada offering a truly modern solution, we disrupt traditional banking practices. Tired of the big banks’ monopoly, Canadian business owners are seeking innovative alternatives.

We've raised $21.5m Series A from Tier 1 investors, and we're rapidly growing and looking to hire A-players to change the future of banking in Canada.

What You'll Be Doing

  • Own Venn’s full outbound sales funnel from strategy to execution
  • Build, lead, and coach a high-performing sales team (BDRs and AEs) with a focus on pipeline generation and deal conversion
  • Define and continuously refine our Ideal Customer Profiles (ICPs) and territory/account strategies
  • Develop and implement sales playbooks, cadences, and qualification frameworks
  • Collaborate with product and customer success to shape pricing, packaging, onboarding, and expansion strategies
  • Analyze sales data, monitor KPIs, and drive forecast accuracy using HubSpot (or equivalent CRM)

What we’re looking for:

  • 6+ years of B2B sales experience, including 2+ years leading sales teams (startup or scale-up experience preferred)
  • Proven track record of hitting and exceeding revenue targets in a fast-paced environment
  • Deep understanding of SMB sales cycles
  • Ability to hire, onboard, and develop top sales talent
  • Data-driven mindset with strong experience in pipeline management, forecasting, and conversion optimization
  • Strong communicator who can craft compelling narratives and build trust with prospects and partners
  • Comfortable working cross-functionally with marketing, product, and operations
  • Experience with CRM systems (e.g. HubSpot) and sales enablement tools

Bonus Points

  • Experience at an early-stage or fast-growing startup
  • Experience at a fintech

Perks & Benefits

  • Healthy equity ownership, among the most generous in the market, aligning your success with the company’s growth
  • Comprehensive coverage of medical, dental, and vision insurance
  • Opportunity to shape the future of business banking in Canada and beyond

About Venn

Hospitals and Health Care
11-50

Venn is shaping the future of healthcare by proving a unique approach to physician and APP staffing optimization, program and supplier management, and workforce solutions technology. We deliver value to healthcare organizations through rapid and sustainable ROI by putting our client’s needs first through our supplier-centric and customized approach.

Like the well-known diagram, Venn is the convergence of key areas of healthcare staffing that are often siloed.

Staffing Optimization—Venn brings the power of industry leading firms to deliver efficiency, value and cost savings to physician and advanced practice staffing services for hospitals and health systems.

Program & Supplier Management-- Venn takes a comprehensive view of staffing by incorporating the best of a traditional locum tenens solution and an MSP to deliver efficiency and results through a simplified workforce management process.

Workforce Solutions Technology—Technology plays a crucial role in creating value for patients. With greater transparency into operations, Venn heightens the efficiency of both internal and external resources in order to lower costs and deliver enhanced value.