Head of Sales (Player/Coach)

Our client is a location intelligence and predictive analytics technology company looking to bring on their first ever Head of Sales. The company offers a unique blend of market planning software and services to enterprise customers across the restaurant, retail, and real estate industries. They 200+ enterprise customers, 99% NRR, and >$15M in revenue which has been powered entirely by a small 2 person inbound sales team.

About the role: Head of Sales

This is a player-coach role, best suited for a hands-on sales leader who is comfortable being intimately involved in both selling and, eventually, leading a team.

You'll start as an individual contributor, working directly alongside the President to close deals. This initial phase is about learning the ropes: understanding the product deeply, mapping the competitive landscape, and getting a real feel for what actually drives a win in our market. There's no expectation that you'll be managing anyone on day one - the priority is to get close to the business first.

Once you've built that foundation, you'll shift into building out the sales org - starting with a small team of 2-3 sellers (AEs, SDR, sales support) - with a clear path to running the full sales function within ~12 months.

Responsibilities as the role matures:

• Build a lean, high-performing sales org from the ground up: AEs, SDR, sales support
• Install repeatable sales process - qualification, forecasting, deal review, CRM discipline
• Stand up a dedicated outbound prospecting motion (there isn't one today)
• Recruit, coach, and mentor a small but growing team - this is the heart of the role
• Own bookings, win rate, pipeline health, and sales-cycle time
• Leverage modern sales tools, including AI, to keep the function fast and efficient
• Work closely with the President and SVP Customer Success

What we're Looking For

• 5+ years of demonstrated sales experience in technology/SaaS, with a track record of owning a number
• Experience as a team lead or having managed a small team - you don't need formal management experience, but you should be ready and eager to take full ownership in a direct leadership capacity and have strong leadership potential
• Someone who has built or contributed meaningfully to sales process
• Proven success in an individual contributor role - you know how to close
• Comfortable being hands-on and in the weeds early, without needing to build an org on day one
• High agency: someone who creates momentum without being pushed, and treats problems as their own
• MUST be based in Vancouver and able to report into an office 2x a week

Compensation Package

• $150K-$175K base + commission (realistic OTE $250K+)
• Comprehensive benefits package
• Personal health spending account and wellness benefits program
• Cellphone subsidy
• RRSP matching
• Generous vacation package