Enterprise Account Executive

Gumloop•Vancouver, BC
•$250,000 - $300,000

About The Position

Gumloop is hiring a seasoned Account Executive to manage its largest enterprise deals and pursue product-qualified leads as enterprise adoption grows. This is a greenfield opportunity at a category-defining moment in AI automation. The role owns the full sales process for Fortune 1000 companies, with deal sizes in the six- to seven-figure range, and navigates complex stakeholder groups across procurement, legal, security, and executive functions. The Account Executive will build strategic pipeline, run pilots and proofs of concept that demonstrate business value, and help establish the company’s sales processes and materials. The role also involves accurate forecasting, representing Gumloop as a trusted advisor, and partnering with Product to share customer feedback and shape the roadmap.

Requirements

  • At least 5 years of enterprise SaaS sales experience.
  • A consistent track record of closing large deals.
  • Experience selling into complex organizations with long sales cycles.
  • A consultative approach: listen first, understand the problem, and then solve it.
  • Comfort working in a fast-moving, early-stage environment with limited process.

Nice To Haves

  • Experience selling developer tools, automation platforms, or AI products.
  • Existing relationships in enterprise technology or IT leadership.

Responsibilities

  • Own the full sales process, from prospecting through close, for Fortune 1000 companies and six- to seven-figure deals.
  • Navigate complex, multi-stakeholder sales processes involving procurement, legal, security, and executive functions.
  • Build and maintain a pipeline of strategic opportunities through outbounding to target accounts, partnering with SDRs on account strategies and outreach, and rigorously qualifying prospects.
  • Run pilots and proofs of concept that demonstrate business value and support enterprise-wide rollouts.
  • Experiment with approaches to reduce friction, accelerate deal velocity, and close deals.
  • Forecast consistently and accurately to give leadership visibility into the pipeline.
  • Act as a brand ambassador and trusted advisor, evangelizing Gumloop and sharing automation best practices and strategic insights with customers.
  • Develop sales playbooks, processes, materials, and templates.
  • Capture customer feedback and partner with Product to help shape Gumloop’s roadmap.

Benefits

  • Highly competitive salary and meaningful equity.
  • Generous paid time off: 24 days for San Francisco employees and 20 days globally.
  • A $350 per month wellness benefit.
  • 15 days of temporary remote-work flexibility per year.
  • 401k/RRSP match up to 6%.
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