Head Of Sales

Recruiting In Motion; Burnaby; Remote; CAD 130,000 - 160,000; Full time

Job summary

A growing eCommerce company seeks a Head of Sales in Canada. This remote-first position involves leading a sales team, developing strategies for revenue growth, and collaborating cross-functionally. Ideal candidates have a strong SaaS background, leadership experience, and a track record of closing complex deals.

Qualifications

• 7+ years in SaaS sales with 3+ years leading teams.
• Proven track record with complex deals, ACVs of $5K+.
• Highly organized and entrepreneurial mindset.

Responsibilities

• Manage and mentor a team of Account Executives.
• Architect scalable sales methodologies tailored to eCommerce.
• Collaborate with Marketing for demand generation.

Skills

Analytical skills

Leadership

Sales process design

Cross-functional collaboration

Strategic thinking

Tools

HubSpot

Salesforce

Outreach

Apollo

Job description

Recruiting in Motion is a successful and dynamic professional employment agency that has become deeply integrated into Metro Vancouver’s business sector as the go-to agency for the recruitment and placement of outstanding employees. BC-owned and operated, we ensure all our candidates — temporary, contract, permanent, or executive — are provided with exciting and impressive employment opportunities. In fact, we are ranked as one of Growth 500 Canada's fastest-growing companies and we represent BC's TOP Employers!

About our Client

Our client, a growing eCommerce company, is looking for a HEAD OF SALES to join their dynamic team on a permanent basis. In this role you own new revenue targets and lead a lean, ambitious team across Canada. You’ll refine how we sell to small dispensaries and multi-store operators by building repeatable sales processes, launching high-impact outbound motions, and uniting cross-functional partners around clear messaging. Reporting to the CEO, you’ll set the pace for growth, structure, and consistency in our Sales org. This remote-first role requires flexibility across Canadian time zones, with occasional travel (~20%) for client meetings and key events. If this matches what you are looking for, then look no further! Apply today!

Salary 130k Base plus

Responsibilities

Directly manage and mentor a team of 2 Account Executives, with support from SDRs / BDRs as the team scales. Own hiring processes end-to-end, including defining scorecards, conducting interviews, and executing structured onboarding and ramp plans.

Carry a personal quota alongside leadership duties—closing strategic deals, modeling best-in-class sales behaviors, and consistently driving the team toward revenue targets.

Architect a scalable, multi-stage sales methodology tailored to cannabis eCommerce (SMB and mid-market). Develop qualification frameworks, CRM automations, objection-handling guides, and repeatable playbooks and templates.

Launch and continuously improve outbound programs targeting single-store and multi-location dispensaries. Collaborate with Marketing to refine ICPs, craft messaging, and build high-impact campaigns to accelerate pipeline generation.

Contribute to and co-own training content : product demo guides, competitive battle cards, negotiation strategies, and onboarding materials. Align closely with Marketing on positioning, storytelling, and case study development.

Partner cross-functionally across the organization :

Marketing for demand generation, campaign feedback, and lead scoring refinement

Customer Success for seamless SalesCS handoffs and shared account planning

Product for surfacing customer insights to influence the roadmap

RevOps / Finance for forecasting, compensation planning, and budget alignment

Build and maintain a high-confidence forecasting model with clear leading and lagging indicators (e.g., pipeline coverage, win rates, velocity). Deliver data-backed forecasts with ≥90% accuracy, defend assumptions, and adjust based on trends.

Serve as a trusted advisor to both SMB and mid-market clients, navigating complex buying processes and long-term relationship building.

Represent the company at events or client visits, deepening relationships and gathering competitive and market intelligence.

Translate market feedback into actionable insights to shape product development and GTM strategy—particularly around POS integrations, fulfillment workflows, and retail marketing tools.

Lead with focus, urgency, and empathy—prioritizing what matters most, motivating the team under pressure, and sustaining a culture of high performance and collaboration.

Requirements

7+ years of success in SaaS sales , including 3+ years leading and scaling small-to-medium teams in fast-paced, high-growth environments. Proven track record closing complex deals relevant to dispensaries—typical ACVs of $5K+ for SMBs and significantly higher for multi-location chains—while consistently shortening sales cycles to 8–12 weeks.

Demonstrated ability to grow new ARR from under $1M to over $3M in a single year, with clear, data-backed insight into which levers accelerated results.

Adept at designing and optimizing multi-stage sales processes : establishing exit criteria, automating workflows, and building actionable CRM dashboards.

Highly analytical : skilled in pipeline math, cohort analysis, CAC : LTV modeling, and weekly performance reviews to drive focused execution.

Strong leadership and mentoring capabilities : known for turning underperformers into consistent quota-hitters through coaching, structured ramp plans, and documented playbooks.

Proven cross-functional collaborator : works effectively with Product, Marketing, CS, and Finance to remove revenue roadblocks, secure resources, and influence priorities through compelling, data-driven narratives.

Executive-ready presence : comfortable presenting to CEOs, leadership teams, and boards; maintains forecast accuracy within ±10%; able to articulate bottom-up revenue models with confidence and precision.

Strategic thinker with the ability to develop 90-day action plans to reach CA$3.5M ARR targets and map scalable U.S. expansion strategies. Balances innovation with focus, even under constraints, while sustaining high team morale.

Bonus : Experience or keen interest in cannabis retail tech and regulated eCommerce. Familiar with HubSpot, Salesforce, and outbound tools like Outreach and Apollo.

Highly organized, entrepreneurial, and resilient. Communicates with clarity and impact in both meetings and writing. Thrives in remote-first environments with flexible collaboration across Canadian time zones; open to ~20% travel for clients and industry eve

How to Apply

All applicants must have legal permission to work in Canada and require a valid Work Permit and Social Insurance Number.

Good jobs go fast. Don't wait to apply today!

Visit our website for a complete listing of all our exciting job opportunities. There is no fee to job seekers.

We are Vancouver's #1 Employment Agency and represent BC's top employers!