Enterprise Account Executive (AI Agents) - US

Role overview:

Our Sales team drives customer growth globally. They own their craft end-to-end, and help more financial institutions realize the value of Flagright.

We are hiring an Enterprise Account Executive (AI Agents) in the US to drive revenue growth and help scale enterprise adoption of Flagright’s AI Agents across North America. This is a high-ownership role with full responsibility across the enterprise sales cycle. You will win complex deals with fintechs, banks, and financial institutions, develop deep product and industry expertise, and contribute directly to how Flagright scales in North America.

You will manage deals from discovery through to close, self-source deals, build pipeline proactively, and operate with minimal hand-holding in a fast-moving environment. You will be required to travel frequently, and attend conferences/events across North America.

People who thrive at Flagright:

Have been knocked down before and gotten back up

Are resourceful—they figure things out with whatever tools are available

Have strong opinions and can defend them

Learn fast because they're hungry

Want to work with no-BS people building something important

People who struggle here:

Need extensive hand-holding

View high expectations as “unreasonable”

Actually prioritize work-life balance

Can’t handle ambiguity or rejection

Prefer consistent routine over fast-changing priorities

Key responsibilities:

Revenue Ownership

Own the full enterprise sales cycle from discovery through to close

Close complex, multi-stakeholder deals with financial institutions and fintech companies

Maintain a disciplined, high-quality, conversion-focused pipeline aligned to revenue targets

Drive expansions, upsells, and long-term account growth

Pipeline & GTM Development

Self-source 30% of pipeline through outbound prospecting (cold calls, email, LinkedIn, events)

Actively experiment with different GTM approaches across outbound channels to improve conversion rates

Build pipeline through inbound, outbound, and proactive market engagement

Represent Flagright at industry events, and customer meetings across North America

Develop relationships within the fintech, banking, and compliance ecosystem

Product & Industry Mastery

Develop deep expertise in Flagright’s platform, AI Agents, and core FCC use cases

Understand operational needs of AML and compliance teams across institution types

Deliver high-credibility product demos and value-driven sales conversations on your own

Position Flagright clearly against incumbents and competitors

Player / Coach Responsibilities

Set the standard for enterprise deal quality, discovery depth, and demo execution

Coach and elevate junior AEs and BDRs through deal reviews and direct feedback

Contribute to improving sales messaging, objection handling, and internal playbooks

Cross-Functional Collaboration

Partner with Product, Engineering, and Customer teams during evaluations and POCs

Provide structured market feedback to inform product and go-to-market strategy

Who we are looking for:

1+ years of B2B SaaS BDR experience and 3+ years of B2B SaaS sales experience with direct closing responsibility

Comfortable performing outbound prospecting and handling deals end-to-end

Experience prospecting into and qualifying enterprise accounts

Experience in fintech, payments, banking, compliance, risk, or financial infrastructure domains

Comfortable operating independently in fast-moving environments with evolving priorities and ambiguity

Data-driven and experimental approach to optimizing customer engagement and conversion

Track record of building pipeline and winning competitive deals

Clear communicator with a structured, consultative sales approach

Based in WA, OR, NV, AZ, or UT with the right to work in the USA (no visa sponsorship available)

Willing and able to travel up to 60% of the time

What we offer:

Product with clear, real-world differentiation

High-bar environment focused on execution, learning, and continuous improvement

Get equity from day 1 at a Y Combinator startup

Work alongside a highly competent, top-tier team, including professionals from Y Combinator, ex AWS, and Palantir

Enjoy a low-bureaucracy environment, minimal meetings, and an asynchronous communications culture