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Head of Sales (Player‑Coach, B2B Infrastructure Sales)

Hospitality Full Benefits Career Growth
Company

Servermania

Location

Toronto, Canada

Posted

March 23, 2026

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About This Opportunity

Location: GTA, Canada Full-Time Employment Hybrid (Flexible In-Office Schedule) Senior Manager/Supervisor Level OTE Range: $150,000 – $200,000+ CAD (performance-based) Uncapped commissions   Role Overview The Head of Sales is a hands-on, revenue-driving leader who sells alongside the team while building and scaling a high‑performance B2B infrastructure sales function.


This role combines individual deal ownership with leadership of the sales team, operating within the overall revenue strategy set by the Chief Revenue Officer.


You will personally close high‑value opportunities, lead the sales team to consistent quota attainment, and act as the real‑time voice of the market to the CRO and leadership.


The ideal candidate is a true player‑coach with a hunter mentality, comfortable owning both personal outcomes and team performance in a technical, infrastructure‑focused environment.


Core Accountability The He...