About Flagright:

Flagright is an AI operating system for financial crime compliance used globally by Fortune 500 companies, large banks, fintechs, and fast growing startups. Flagright enables real-time risk detection, automated investigations, and intelligent decisioning, helping compliance teams operate at their full potential in the fight against financial crime. We operate as a lean, high-performance team with high individual ownership and direct access to leadership.

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 a Senior Account Executive to drive revenue growth and help scale Flagright’s presence across North America. This is a high-ownership role with full responsibility across the sales cycle. You will win complex deals with fintechs, develop deep product and industry expertise, and contribute directly to how Flagright scales in the region.

You will manage deals from discovery through to close, 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 — figure it out with whatever tools exist
Have strong opinions, defend them, and drop them when proven wrong
Would rather own targets than a task list
Run toward ambiguity, not away from it
Want to work with no-BS people

People who struggle here:

Confuse ambitious goals with unreasonable ones
Want 9-to-6 and a predictable week
Need priorities to hold still for a quarter
Take blunt feedback or lost deals personally
Say — or think — “that’s not my job”

Key responsibilities:

Revenue Ownership

Own the full sales cycle from discovery through close
Close complex, multi-stakeholder deals with fintech companies
Maintain a disciplined, high-quality, conversion-focused pipeline aligned to revenue targets
Drive expansions, upsells, and long-term account growth

Pipeline & Market Development

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 and compliance ecosystem

Product & Industry Mastery

Develop deep expertise in Flagright’s platform 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 deal quality, discovery depth, and demo execution
Coach and elevate junior AEs and SDRs 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:

4+ years of B2B SaaS sales experience with direct closing responsibility
Startup or scale-up experience required
Experience in fintech, payments, banking, compliance, risk, or financial infrastructure
Proven success selling complex solutions and AI solutions to customers
Data-driven and experimental approach to optimizing customer engagement and conversion
Strong ability to own deals end-to-end across varying sales cycles
Track record of building pipeline and winning competitive deals
Clear communicator with a structured, consultative sales approach
Willing and able to travel up to 60% of the time

What we offer:

Competitive compensation
One number, real ownership, no artificial segmentation
Direct exposure to leadership and influence on sales and product direction
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

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