Gumloop is seeing massive enterprise adoption. Companies like Shopify, Instacart, Doordash and Ramp are rolling out Gumloop company-wide. Currently all this growth has been through pure word of mouth.
We're building faster than anyone in the space and want to bring on a seasoned account executive to navigate our largest enterprise deals. This is a greenfield opportunity to go after hundreds of product qualified enterprise leads.
Read about what we believe here and see what a day in the life looks like here.
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.
Partner with SDRs to develop account strategies, execute outreach, and qualify 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 You Bring
Proven experience closing large enterprise SaaS deals at a high-growth startup
Strong background in workflow automation, integration, or adjacent software categories
Demonstrated success running complex multi-stakeholder sales processes with long cycles
Strategic, consultative selling style with high emotional intelligence
Builder mindset: thrives with autonomy, creates process where none exists, and improves fast
Comfortable managing SDR support and mentoring early-career reps
Resourceful, metrics-driven, and relentless about driving outcomes
Why Join Gumloop
Help build the foundation for Gumloop’s enterprise sales function
Direct access to founders and influence on GTM strategy
Compensation structured for top performers with strong upside
In-office roles in Vancouver or San Francisco
What We Offer
Competitive Bay Area salary + meaningful equity
Full health, dental, and vision
401(k) with match
Paid relocation
A foundational role shaping the quality bar of an AI-native product
(This role could either be at our SF or Vancouver Canada office but the work is in-person)