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Gradient Labs, Sales & GTM
Enterprise Account Executive at Gradient Labs
- Location
- New York, United States
- Compensation
- $140k-$170k + Equity
Join Gradient Labs as our founding US Enterprise Account Executive and lead the charge in bringing Otto—the first agentic AI purpose-built for regulated financial services—to the American market. This New York-based role offers the unique chance to write the US sales playbook from scratch, closing high-stakes deals with major banks and fintechs while holding a significant equity stake in a rapidly scaling industry leader.
What's the next step?
This role is no longer actively hiring, but Jack can still help you discover similar open roles that fit.
Role overview
As the founding US go-to-market hire, you will spearhead Gradient Labs’ expansion into the American market. You’ll own the full sales lifecycle for enterprise banks and fintechs, defining the US sales motion from scratch. Working directly with the founders, you will bridge the gap between cutting-edge agentic AI and complex regulatory requirements.
About Gradient Labs
Software
Gradient Labs builds autonomous AI agents for customer operations in regulated financial services- handling the complex, compliance-heavy back-office processes that sit behind every insurance claim, loan application, and fraud investigation, with the accuracy and auditability that regulated industries require. Backed by $108M in a Series A in July 2025, the company is one of the best-funded startups in enterprise AI agents and is building for a customer base where the consequences of AI errors are regulatory, not just operational. Gradient Labs careers attract engineers and researchers who want to build reliable, production-grade AI agents for enterprise customers; Gradient Labs job openings are for people with engineering rigour, a pragmatic approach to AI limitations, and the ambition to work on compliance-critical automation in an environment where getting it right genuinely matters.
What you will do
- Open and close complex enterprise deals with US-based banks and fintechs, navigating multi-stakeholder procurement, legal, and compliance cycles.
- Design and execute the US go-to-market strategy, including defining target accounts, messaging, pricing models, and repeatable sales processes.
- Partner directly with the founding team to provide market feedback that shapes the product roadmap for the North American financial sector.
Who this is a fit for
- Proven track record as a quota-carrying enterprise closer, personally winning large, multi-year deals within complex enterprise organizations.
- Significant experience selling into highly regulated sectors like financial services, banking, or healthcare, with a deep understanding of security and compliance reviews.
- Prior experience in a high-growth startup environment (Seed to Series D), ideally as a founding AE or an early GTM team member.
Why this role is remarkable
- Founding US hire status, offering total ownership over the American market strategy and the opportunity to build the regional sales playbook from zero.
- Remarkable product-market fit with $1M ARR achieved in just four months and a founding team of Monzo alumni who scaled world-class fintech systems.
- Highly differentiated product (Otto) specifically engineered for high-stakes, regulated industries where generic AI tools fail due to compliance and security needs.
How Jack & Jill work together

What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If your profile’s a match and Gradient Labs wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.