Full-Time | In-Office 4 Days/Week | Competitive Base + Variable + EquityAre 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 RoleThis is a foundational sales leadership role where you’ll:Hire, onboard, and coach a high-energy team of 5–8 outbound sales repsDefine, implement, and iterate on playbooks for selling AI solutions to small and local business ownersTurn early traction into a repeatable, scalable revenue engineServe as a player-coach — joining calls, shaping strategy, and teaching by doingCollaborate closely with Product, Marketing, Rev Ops, and People teams to align GTM executionThis 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 BringExperience5–8+ years in high-velocity B2 B SMB sales with a heavy outbound focus3+ years of people leadership experience managing and scaling sales teamsA history of growing a product from early ARR (~$1 M) to meaningful revenueSkillsDemonstrated ability to build and document sales processes from scratchStrong understanding of the SMB buyer and ability to sell to non-technical, time-pressed ownersComfortable explaining and selling AI-enabled products in explicit, practical termsA metrics-driven mindset with experience coaching to performance outcomes Player-coach mentality — you lead by exampleDetail-oriented, process-minded, and comfortable in scrappy environmentsCurious about using AI tools to enhance sales execution and productivityExcited by building teams and motions, not just maintaining themNice to HaveExperience at SMB Saa S companies (HR tech, payroll, scheduling, POS, and similar)A track record of working cross-functionally to drive GTM successWhy Candidates Love This OpportunityBe a founding sales leader shaping the future of how AI is adopted by small business customersCompetitive compensation with base + variable + equityWork with a bold, collaborative team that values curiosity and urgencyHelp accelerate growth for a product used by thousands of businesses nationwide#J-18808-Ljbffr
📌 Senior Sales Manager (Toronto)
🏢 ExpandIQ
📍 Toronto
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