Head of Sales

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

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