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Vice President of Sales

Homebaseabout 2 months ago
Toronto, Ontario, Canada {{REMOTE}}
Senior Level
Full-Time

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