Director, Sales

Venn • Toronto, ON

9d

About The Position

This is a high-impact leadership role stepping in to run our sales org - you’ll continue to build the sales engine, sharpen the fundamentals, and set the team up to compound. You'll report directly to the co-founders and own the day-to-day of how Venn sells.

Requirements

• 6+ years in B2B sales, with 2+ years leading and managing BDRs and/or AEs in a high-growth environment.
• A track record of hitting (and helping a team hit) quota in a fast-paced startup or scale up.
• Proven ability to define and execute GTM strategy while building scalable, repeatable motions across segments.
• Strong sales operating rhythm: forecasting discipline, deal review, pipeline hygiene, and a clear point of view on what great looks like.
• Coaching instinct. You can listen to a call, watch a demo, or read a deal note and tell someone exactly what to do differently tomorrow.
• Demonstrated ability to leverage AI to improve sales productivity, pipeline generation, and customer engagement
• Experience incorporating AI tools and workflows into prospecting, research, personalization, and deal strategy.

Nice To Haves

• Experience at an early-stage or fast-growing startup
• Experience selling B2B fintech, SMB financial services, or horizontal SaaS
• Built or scaled an outbound BDR function from <5 to 10+

Responsibilities

• Lead, manage and scale a team of Account Executives and BDRs—setting goals, running 1:1s, coaching to quota, and holding the bar on performance.
• Own sales enablement end-to-end: onboarding, ramping, ongoing training, playbooks, and the tooling that makes the team faster.
• Run weekly deal review and forecast calls; pressure-test pipeline, unblock late-stage deals, and make sure nothing slips through the cracks.
• Build the GTM engine for BDRs—sequencing, cadences, territory design, ICP targeting, and the feedback loops between outbound activity and pipeline quality.
• Partner with the team on overall GTM strategy, pricing experiments, and the metrics that matter (pipeline coverage, conversion rates, ramp time, win rate, ACV).
• Work cross-functionally with Marketing, Product, and Ops to make sure sales feedback shapes the roadmap and the demand engine.

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.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed