Enterprise Account Executive

Gumloop is seeing massive enterprise adoption. We’re looking for a seasoned Enterprise Account Executive (AE) to help lead this growth and build the systems to help us grow even faster.

What You’ll Do

Own the entire sales process from prospecting to close for Fortune 1000 companies with deal sizes in the six to seven figure range.
Navigate complex sales cycles, including procurement, legal, security, and multiple stakeholder groups across functions and levels.
Outbound to target accounts to build and maintain a healthy pipeline of strategic opportunities.
Qualify opportunities rigorously, ensuring the right prospects enter the funnel.
Experiment with tactics to drive urgency, remove friction, and accelerate deals.
Run high-converting pilots/POCs that demonstrate business value and expand into enterprise-wide rollouts.
Forecast consistently and accurately, providing visibility to leadership.
Evangelize Gumloop, acting as both a brand ambassador and trusted advisor.
Be a consultative partner, bringing automation best practices and strategic insights to every conversation.
Help build the sales machine — including playbooks, processes, materials, and templates.
Capture customer feedback and partner with product to shape Gumloop’s roadmap.

What We’re Looking For

Proven experience selling enterprise SaaS products at a high-growth startup, ideally in workflow automation, integration, or adjacent categories.
Track record of success navigating 6–7 figure enterprise deals with a dozen or more stakeholders, complex procurement, and long sales cycles.
Builder’s mindset — comfortable creating process where none exists, iterating quickly, and influencing strategy.
High EQ and strong consultative skills, capable of building deep relationships at both executive and practitioner levels.
Relentless drive and ownership — willing to roll up your sleeves and do whatever it takes to win key accounts.

Why Gumloop

Join a fast-growing startup at an inflection point, with the opportunity to shape both the sales org and the company trajectory.
Work directly with the founders, influencing go-to-market strategy.
Competitive compensation with salary + commission + meaningful equity.
The chance to be a the first sales leader and define how enterprise sales at Gumloop is done.

(This role could either be at our SF or Vancouver Canada office but the work is in-person)

Gumloop

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Enterprise Account Executive