Head of Sales (Player/Coach)

STA; Vancouver; On-site; CAD 150,000 - 250,000; Full time

Benefits offered by this job

Health spending account

Wellness benefits

Job summary

STA seeks a Head of Sales in Vancouver to join as the first sales leader. You’ll begin as an individual contributor working with the President to deeply learn the product, map the competitive landscape, and understand what drives wins in the market. No immediate management is required.

As you establish traction, you’ll build a lean sales org (2–3 sellers: AEs, SDR, sales support) with a clear path to running the full function within about 12 months.

Qualifications

• 5+ years of demonstrated sales experience in technology/SaaS.
• Experience as a team lead or ready to take ownership in a direct leadership capacity.
• Proven success in an individual contributor role with ability to close.
• Based in Vancouver and able to report to an office 2x a week.

Responsibilities

• 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.
• Recruit, coach, and mentor a growing team.
• 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.

Skills

SaaS sales

Closing deals

Team leadership potential

Forecasting

CRM discipline

Tools

CRM systems

Job description

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+)
• Personal health spending account and wellness benefits program