Head of Sales

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Toronto, ON
In-Office
Fintech • Information Technology • Software • Financial Services
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

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The Company
HQ: Toronto, ON
34 Employees

What We Do

Venn is streamlining Canadian business banking. Built by Canadians for Canadians, Venn offers a full-service banking platform designed to empower businesses with fast, easy, and affordable solutions. In just under five minutes, you can open an account and start managing your finances - all without ever stepping foot in a branch.

Unlike traditional banks, Venn is designed to work the way modern businesses do. We provide everything you need in one smart, all-in-one business account. With transparent pricing, seamless global money transfers, and powerful integrations, Venn allows you to focus on running your business, not managing your banking.

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