Full-Time | In-Office 4 Days/Week | Competitive Base + Variable + Equity

Are you a builder at heart who thrives in high-velocity, outbound-first sales environments? We’re working with a fast-moving tech company that makes critical tools for small business teams and is now scaling a new AI-powered product. They’re looking for a Senior Sales Manager to join their growing Toronto team as a founding sales leader.

About the Role
This is a foundational sales leadership role where you’ll:

Hire, onboard, and coach a high-energy team of 5–8 outbound sales reps

Define, implement, and iterate on playbooks for selling AI solutions to small and local business owners

Turn early traction into a repeatable, scalable revenue engine

Serve as a player-coach — joining calls, shaping strategy, and teaching by doing

Collaborate closely with Product, Marketing, RevOps, and People teams to align GTM execution

This role is hybrid in Toronto (4 days in-office) and requires someone who enjoys rolling up their sleeves, building from scratch, and driving measurable results.

What You Bring
Experience

5–8+ years in high-velocity B2B SMB sales with a heavy outbound focus

3+ years of people leadership experience managing and scaling sales teams





A history of growing a product from early ARR (~$1M) to meaningful revenue

Skills

Demonstrated ability to build and document sales processes from scratch

Solid understanding of the SMB buyer and ability to sell to non-technical, time-pressed owners

Comfortable explaining and selling AI-enabled products in clear, practical terms

A metrics-driven mindset with experience coaching to performance outcomesPlayer-coach mentality — you lead by example

Detail-oriented, process-minded, and comfortable in scrappy environments

Curious about using AI tools to enhance sales execution and productivity

Excited by building teams and motions, not just maintaining them

Nice to Have

Experience at SMB SaaS companies (HR tech, payroll, scheduling, POS, and similar)

A track record of working cross-functionally to drive GTM success

Why Candidates Love This Chance

Be a founding sales leader shaping the future of how AI is adopted by small business customers

Competitive compensation with base + variable + equity

Work with a bold, collaborative team that values curiosity and urgency

Help accelerate growth for a product used by thousands of businesses nationwide

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📌 Senior Sales Manager (Ontario)
🏢 ExpandIQ
📍 Ontario