Head of Sales

Venn; Toronto; On-site; CAD 90,000 - 120,000; Full time

Job summary

A leading digital banking platform in Canada is seeking an experienced sales leader to own their full outbound sales funnel. The role involves leading a high-performing sales team, developing sales strategies, and analyzing sales data to drive success. Candidates should have over 6 years of B2B sales experience and expertise in CRM systems like HubSpot. This opportunity offers the chance to shape the future of business banking with generous equity options.

Benefits

Healthy equity ownership

Comprehensive medical, dental, and vision insurance

Opportunity to shape the future of business banking

Qualifications

• 6+ years of B2B sales experience needed.
• 2+ years of experience leading sales teams preferred.
• Proven track record of hitting revenue targets.

Responsibilities

• Own outbound sales funnel from strategy to execution.
• Lead and coach a sales team focused on pipeline generation.
• Develop sales playbooks and monitor KPIs.

Skills

B2B sales experience

Sales team leadership

Revenue target achievement

Pipeline management

CRM systems knowledge

Tools

HubSpot

Job description

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