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