Head of Sales

Kick
Toronto
Workplace: OnsiteFull timeFunction: SalesExperience: 7+ yearsSkills: ["Coaching","Player-coach leadership","Forecasting","Pipeline management","Sales process design"]

Lead a fast-growing sales organization by owning repeatable SMB-to-Enterprise motions and coaching a team of Account Executives. Build RevOps from scratch, including pipeline architecture, attribution, forecasting, and investor reporting. Serve as a player-coach by driving top enterprise deals with accounting firms and partnering with Customer to ensure the right deals are sold and activated. Bring AI-native capabilities into the sales workflow.

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FursaFursa
Kick
Kick
2 months ago

Head of Sales

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Source: Company careers pageValidated by: Fursa AI
Last checked: 1 hour agoStatus: Live

Job Summary

Lead a fast-growing sales organization by owning repeatable SMB-to-Enterprise motions and coaching a team of Account Executives. Build RevOps from scratch, including pipeline architecture, attribution, forecasting, and investor reporting. Serve as a player-coach by driving top enterprise deals with accounting firms and partnering with Customer to ensure the right deals are sold and activated. Bring AI-native capabilities into the sales workflow.
Location: Toronto
Workplace: Onsite
Employment Type: Full time
Job Function: Sales
Seniority: Sr. Director level

Key Responsibilities

  • •Build a repeatable SMB accountant sales motion across discovery, qualification, stage definitions, conversion metrics, and weekly forecasting cadence.
  • •Coach Account Executives by riding along on deals and carrying a personal bag to accelerate the team.
  • •Stand up RevOps fundamentals from scratch, including pipeline architecture, attribution, and investor reporting.
  • •Personally drive the first 1–3 enterprise deals with top accounting firms involving multiple stakeholders.
  • •Partner with the Head of Customer on activation feedback and drive AI-native selling to compress rep headcount needs as the business scales.

Pay and Benefits

Equity and Bonus:Equity
Perks:Health InsuranceDentalVisionEquityCommuter Benefits

Key Requirements

  • •7+ years in B2B sales or entrepreneurship selling SaaS or services, including 3+ years leading a sales team.
  • •Built a high-velocity sales motion from scratch (not just inherited a playbook).
  • •Player-coach who can jump on live calls, debrief reps, and accelerate deals.
  • •Strong RevOps instincts: designed pipeline stages, forecast process, and conversion metrics.
  • •Has adjusted ICP/qualification criteria based on post-sales and activation data.
Experience:7+ yearsB2B salesSaaSEntrepreneurshipAccounting firms
Skills:CoachingPlayer-coach leadershipForecastingPipeline managementSales process design
Languages:English
Tech Stack:RevOpsQuickBooksGranolaClayGong

Company Brief

Kick
Kick is a live-streaming platform focused on gaming, IRL, and variety content, offering creators monetization tools, community features, and a competitive revenue-sharing model to attract streamers and viewers away from incumbent platforms.
Industry: Streaming Platforms
Founded: 2022
Website