Jobs · Business Development

Senior Account Executive – Enterprise Sales

GameSquare Holdings Inc. · Frisco, TX · 2 mo ago
RemoteRemoteBusiness DevelopmentFull-time

About the role

We’re looking for a senior sales leader to combine their YouTube and enterprise selling expertise. In this role, you’ll own the enterprise sales function and operate as both the primary seller and a key voice shaping our go-to-market approach.

Responsibilities

  • Own the full enterprise sales cycle from prospecting through close for TubeBuddy’s enterprise accounts, including major media companies, brands, agencies, and creator networks
  • Develop and execute account strategy independently, identifying high-value opportunities and prioritizing outreach against the highest-potential prospects
  • Manage a mix of inbound opportunities and outbound prospecting; scale outbound over time as you build the enterprise motion and refine ICP
  • Drive multi-threaded deals forward through to close, coordinating with multiple stakeholders and decision-makers across client organizations
  • Build and maintain relationships with senior stakeholders (including content, growth, and revenue leaders) and key decision-makers, presenting with authority and deep platform expertise
  • Deliver on quarterly and annual sales bookings, revenue, and gross profit targets
  • Provide accurate monthly, quarterly, and annual revenue reporting and forecasting to leadership, with an emphasis on realistic projections and transparent pipeline management
  • Conduct consultative discovery calls and product demos that showcase deep YouTube platform expertise and genuine problem-solving
  • Provide YouTube strategy guidance as part of the sales motion (and potentially as a consulting engagement where appropriate)
  • Qualify prospects honestly, directing non-enterprise fits to our self-serve Legend product to protect brand trust
  • Drive one-call closes where appropriate; minimize unnecessary meeting cycles to maintain momentum and close rates
  • Maintain CRM hygiene in HubSpot, tracking all prospect interactions, deal stages, and pipeline activity
  • Serve as the voice of the customer internally, channeling enterprise client insights to influence product roadmap, feature priorities, and marketing strategy
  • Collaborate cross-functionally with Product, Engineering, and Operations to relay market needs and ensure client feedback drives meaningful improvements
  • Mentor team members as the team scales, helping establish sales best practices, coaching on consultative selling techniques, and modeling TubeBuddy’s sales culture
  • Contribute to the ongoing evolution of TubeBuddy’s enterprise sales playbook, processes, and go-to-market strategy

Requirements

  • Active YouTube channel ownership or significant hands-on YouTube platform experience (this is our #1 priority and is not negotiable, YouTube fluency matters more than a traditional sales resume)
  • 5–10 years of sales experience with a demonstrated track record of meeting or exceeding revenue targets, ideally in enterprise or strategic sales
  • Proven ability to independently manage complex, multi-threaded sales cycles with executive-level stakeholders
  • Strong consultative selling skills, ability to diagnose needs and deliver honest, value-driven solutions rather than high-pressure tactics
  • Strong communication and presentation skills; comfortable engaging C-suite executives and navigating multi-division client organizations
  • Experience developing territory or account strategies and executing against them with minimal oversight
  • Self-directed and highly motivated; thrives in a small-team, fast-paced environment where you own the function
  • Experience with CRM tools (HubSpot preferred) and sales pipeline management
  • BA/BS degree or equivalent professional experience
  • Experience selling SaaS products to media companies, or creator-focused organizations
  • Existing relationships within the digital media, entertainment, or creator economy space
  • Prior experience mentoring or managing junior sales team members
  • Familiarity with contract management tools (e.g., Ironclad) and enterprise procurement processes
  • Experience with browser extensions or tools that integrate with Google/YouTube APIs
  • Background in the creator economy as a creator, manager, or agency professional

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