Vice President Of Sales Jobs in Toronto, Ontario, Canada {{REMOTE}}
Create alert for “Vice President of Sales”
Toronto, Ontario, Canada {{REMOTE}}
Top Benefits
Stock Options
Paid Parental Leave
Generous Paid Time Off
About the role
- We’re looking for a VP of Sales who can set the pace for a high-volume, high-velocity sales org—and raise the bar on throughput, coaching, and revenue outcomes
- This isn’t a “keep the train running” role. You’ll build an energetic, metrics-driven sales culture across our hubs (Houston, Denver, Toronto), develop sales leaders, and partner tightly with RevOps and Enablement to improve the system every week
- You’ll also help us evolve toward a human + AI sales model that reduces busywork and increases selling time
- Raise sales throughput (top priority): set the operating rhythm, targets, and coaching cadence that improves weekly output (activity → pipeline → closes)
- Lead, coach, and develop sales managers: build a team of player-coaches who run tight floors, strong 1:1s, and consistent performance management
- Build and scale a high-energy sales culture: bring urgency, positivity, and clarity—creating an environment where high standards are normal
- Own hiring quality at scale: design and continually improve hiring processes for reps and managers; raise the bar while keeping velocity
- Run a metrics-first operating system: define the scorecard (inputs + outputs), review it daily/weekly, and translate data into clear actions fast
- Drive operational excellence: strengthen process adherence, forecasting hygiene, pipeline integrity, and territory/routing where relevant
- Partner cross-functionally: work closely with RevOps, Enablement, Marketing, Product, and CS to remove friction, improve conversion, and speed up learning loops
- Use AI to increase leverage: identify repetitive work that AI/automation can eliminate; help the team adopt tools that improve productivity and consistency
Benefits
- Stock Options
- Paid parental leave
- Generous paid time off options
- Offsites, customer days & social events
- Work from Anywhere Month
- Medical, dental, and vision insurance
- 401(k) matching program
- Pre-tax commuter benefits
- Snacks + lunch on us at hub offices
- MasterClass at Work for ongoing learning
- Group health benefits coverage
- Snacks + lunch on us at hub offices
- Group RRSP with employer match + TFSA
- MasterClass at Work for ongoing learning- Proven VP-level leadership in high-velocity SMB / inside sales environments (high volume, high activity, fast learning cycles)
- Hiring excellence at scale: you can spot real talent beyond interview polish and build a consistent, fair hiring process
- AI fluency for leaders: you don’t need to build models, but you do need to operationalize AI—retool workflows, measure impact, and coach your org on adoption
- The Foundation for Success - These are the experiences and strengths that will set you up for success in this role:
- Strong outbound experience (even if inbound is strong today) and comfort running mixed motions
- Demonstrated ability to improve measurable outcomes (e.g., conversion rates, pipeline velocity, rep ramp time, quota attainment, team throughput)
- Coaching obsession: you run coaching like a daily practice, not an occasional meeting
- Deep fluency in sales fundamentals and metrics—able to diagnose “what’s breaking” quickly and fix it with focused initiatives
About Homebase
Software Development
5001-10,000
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