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.
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 Sales Director (North America) in the Bay Area to lead and scale Flagright’s presence across North America. This is a leadership role with full responsibility for revenue generation and quota attainment across the region. You will lead and develop the sales team to win complex enterprise deals and play a critical role in how Flagright scales in North America.
You will be required to travel, 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:
Responsible for all new revenue generation and quota attainment across North America
Build, lead, and scale a high-performing sales team to consistently win complex enterprise opportunities
Maintain full ownership of pipeline health, including pipeline coverage, deal progression, and conversion to closed revenue
Drive disciplined pipeline creation across outbound and inbound channels, collaborating with the BDR and marketing teams
Lead and influence strategic, high-value deals, including executive engagement and complex negotiations when needed
Maintain rigorous forecasting practices and provide clear visibility into regional sales performance
Establish and enforce strong qualification standards and deal strategy discipline
Recruit, hire, and develop top-performing sales talent
Ensure the team consistently executes with clear positioning and messaging
Build and maintain executive relationships with senior stakeholders at target institutions
Work closely with marketing and partnerships team to generate high-quality pipeline
Continuously raise the performance bar across the North American sales team
Who we are looking for:
5+ years of B2B SaaS sales experience, with mandatory experience selling to enterprise customers, ideally in fintech, compliance technology, fraud prevention, or data infrastructure
2+ years of experience building and leading sales teams with a demonstrated track record of exceeding revenue targets
You have a strong ownership mindset with the ability to drive outcomes and hold yourself and your team accountable to targets
Excellent communication, negotiation, and executive presence
Ability to coach and develop sales talent and build high-performing teams
You thrive in a fast-paced, high-performance environment
Strong written and verbal communication skills
Based in the Bay Area with the right to work in the USA (no visa sponsorship available), this is a fully in-person role at our Santa Clara office
Willing and able to travel up to 60% of the time
What we offer:
Housing subsidy for those living within 1 mile of the office
Leadership position with direct influence on Flagright’s North America sales strategy and direction
Reports directly to the CEO
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
Flagright sets the modern standard for AI-native transaction monitoring. Built as a highly customizable, risk‑based platform, Flagright deploys in two weeks, the industry’s fastest integration. The platform enables financial institutions to centralize detection, investigation, and reporting of suspicious activity, streamlining regulatory workflows and strengthening financial crime controls. A high-performance, no-code scenario builder with sub-second API response times powers real-time monitoring, supported by tailored rules, dynamic risk profiling, and simulation tools that reduce false positives and improve decision accuracy.
This transaction monitoring foundation is enhanced by fully integrated AML screening that links each transaction and entity to global sanctions and watchlists; dynamic risk scoring that embeds behavioural and contextual risk directly into detection logic; and centralized case management that automates alert triage, investigation workflows, and SAR filing, maintaining audit-readiness across jurisdictions.
Flagright’s AI Forensics suite strengthens compliance operations across four critical areas: screening (reduces false positives in AML checks), monitoring (augments alert investigation capabilities), quality assurance (accelerates QA processes), and governance (simplifies policy management and regulatory compliance).
Financial institutions moving from fragmented tools to Flagright report a 93% reduction in false positives, 80% lower compliance costs, and a 27% drop in operational errors, with implementation typically completed in two weeks. With customers across six continents and offices in the United States, the United Kingdom, and Singapore, Flagright delivers a transaction monitoring solution that scales with growth and adapts to evolving threats.
