🌿 Now Hiring: Head of Sales | Cannabis Tech | Remote (Canada)
💸 OTE: $300K+ | 📍 Remote-first (Canada-based) | 📈 High-growth SaaS | 🚚 eCommerce + Fulfillment
We’re partnering with a fast-growing cannabis tech company that’s reimagining how dispensaries sell online. Since launching in 2024, they’ve already captured over 20% of the Canadian market and consistently help retailers boost online sales by 30%+ within the first few months of onboarding.
Their platform powers the full customer journey—POS integration, order management, fulfillment, live chat, marketing automation, SEO-optimized storefronts—all purpose-built for cannabis. With a lean, product-focused team and no outside funding, they move fast and stay laser-focused on results.
Now, they’re hiring a Head of Sales to lead and scale their revenue engine across Canada and into the U.S.
What You’ll Be Doing:
- Own new revenue targets and lead a small team of AEs (SDRs/BDRs coming soon)
- Carry a personal quota while building the structure to scale—processes, playbooks, and outbound programs
- Launch high-impact campaigns targeting single-store and multi-location dispensaries
- Partner with Marketing on ICPs, messaging, and campaigns; work closely with Product, CS, and RevOps
- Build a data-driven sales org with strong pipeline metrics, forecast accuracy, and coaching rituals
What We’re Looking For:
- 7+ years in SaaS sales, including 3+ years leading teams in a high-growth environment
- Proven ability to grow ARR from ~$1M to $3M+ with a repeatable playbook and outbound motion
- Confident closing SMB and mid-market deals (ACV $5K+ for SMB, larger for multi-store chains) and accelerating cycles (≤8–12 weeks)
- Executive presence and a hands-on, data-driven leadership style
- Strong CRM skills (HubSpot or Salesforce), with experience using tools like Apollo, Outreach, etc.
- Bonus: Experience in regulated or retail markets, background in cannabis tech, fulfillment, eCommerce, or adjacent sectors
Perks & Details:
- OTE: $300K+ (base + commission with accelerators and no cap)
- Benefits and RRSP matching (for employees)
- Remote-first team (PST or EST preferred); ~20% travel for client visits and industry events
- Option to join as employee or contractor (flexible structure)
🎯 If you’re excited about building the sales engine behind one of the fastest-growing cannabis platforms in North America, let’s chat.