About the RoleThis is a high-impact leadership role stepping in to lead our sales organization - 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.
What You'll Be Doing- 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.
What You'll Need- 7+ 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.
Bonus Points- 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
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.
