Enterprise Account Executive at Gumloop

San Francisco, California, United States

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Not SpecifiedCompensation

Senior (5 to 8 years)Experience Level

Full TimeJob Type

UnknownVisa

SaaS, Workflow AutomationIndustries

Requirements

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

Responsibilities

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

Skills

Key technologies and capabilities for this role

Enterprise SalesSaaS SalesOutbound ProspectingPipeline ManagementSales ForecastingPOC ExecutionConsultative SellingStakeholder ManagementSales PlaybooksProcurement Navigation

Questions & Answers

Common questions about this position

What is the compensation structure for this role?

The position offers competitive compensation including salary, commission, and meaningful equity.

Is this role remote or onsite, and where is it located?

This is an onsite, full-time role that requires in-person work at either the SF or Vancouver Canada office.

What experience and skills are required for this Enterprise Account Executive position?

Candidates need proven experience selling enterprise SaaS at high-growth startups, a track record with 6-7 figure deals involving complex cycles and multiple stakeholders, a builder’s mindset for creating processes, high EQ with consultative skills, and relentless drive.

What is the company culture like at Gumloop?

Gumloop is a fast-growing startup at an inflection point where you work directly with founders, shape the sales org and company trajectory, and have the chance to be the first sales leader defining enterprise sales.

What makes a strong candidate for this role?

A strong candidate has experience in enterprise SaaS sales at startups, especially in workflow automation, success with large complex deals, a builder’s mindset, high EQ for relationship-building, and relentless ownership to win key accounts.