Senior Sales Manager

ExpandIQ; Toronto; Hybrid; CAD 120,000 - 210,000; Full time

Benefits offered by this job

Competitive compensation with base + variable + equity

Collaborative team environment

Opportunity to shape AI adoption

Job summary

A fast-moving tech company in Toronto is seeking a Senior Sales Manager to lead the sales team as a foundational sales leader. In this hybrid role, you will hire and coach a team of sales reps, define and implement playbooks for selling AI solutions, and collaborate with other departments. Candidates should have extensive B2B sales experience and a strong understanding of small business needs. The position offers competitive compensation including base salary, variable pay, and equity.

Qualifications

• 5–8+ years in high-velocity B2B SMB sales.
• 3+ years of people leadership experience.
• Track record of growing product revenue from ~$1M.

Responsibilities

• Hire, onboard, and coach a high-energy sales team.
• Define and implement sales playbooks for AI solutions.
• Collaborate with various teams for GTM execution.
• Serve as player-coach—joining calls and shaping strategy
• Collaborate with Product, Marketing, RevOps, and People for GTM execution

Skills

Sales process documentation

Understanding of SMB buyers

Selling AI products

Metrics-driven performance coaching

Detail-oriented

Building teams

Job description

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
• Strong 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 Opportunity

• 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