Enterprise AE

Gumloop is the AI automation platform for the enterprise. We give teams the power to easily build and deploy AI agents, in Slack, Microsoft Teams, or standalone, that automate real work across hundreds of integrations with no engineering background required.
Our platform has two pillars:
AI Agents: Conversational agents that connect to the tools your team already uses, take action on their behalf, and learn from every interaction. Agents can be deployed in minutes from a simple prompt, and with Autopilot, they can operate their own cloud computers, going far beyond the limits of traditional API integrations. Think of it as hiring a team member who works 24/7, never loses context, and gets better every day.
Gumstack: Enterprise-grade observability, security, and MCP hosting that gives InfoSec teams the confidence to deploy AI across the entire organization. Every tool call logged, every model governed, every secret secured.
We're moving fast. Teams at Gusto, Ramp, Shopify, Samsara, Instacart, and Opendoor are already building and deploying AI agents on Gumloop to automate real work across their organizations. That's not a demo. That's production.
We've raised $70M from Benchmark, First Round Capital, Y Combinator, Nexus Ventures, Shopify Ventures, BoxGroup, and The Cannon Project to build a world class team.

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.

• 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.

• 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

• 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

• 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)