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 Product team is at the core of Flagright’s innovation, building solutions that power real-time financial crime prevention. They turn complex customer needs into scalable, high-impact solutions that drive our mission forward.
We are hiring a Technical Ex-Founder to bring startup experience and technical leadership into our product team. You will combine hands-on work with strategic guidance, tackling Flagright’s most critical challenges while working closely with founders, engineers, and customers.
Technical Ex-Founders at Flagright are both strategic and execution-driven. You will focus on solving the hardest problems, improving product and operational excellence, and leveraging your experience to guide teams and accelerate innovation.
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:
Lead complex enterprise sales cycles alongside our founding team — running technical discovery, solution design, and proof-of-concept engagements that convert to closed deals
Act as the primary technical voice in pre-sales: translating customer compliance workflows and infrastructure requirements into winning Flagright architectures
Own post-sale technical relationships with strategic accounts, driving adoption, surfacing expansion signals, and preventing churn before it becomes visible
Build and refine our solutions playbooks — demo environments, integration guides, RFP libraries, and ROI frameworks — so the next hire starts with a foundation, not a blank slate
Partner with Product to close the loop between customer pain and roadmap. You've been in both seats; use that to make the feedback land
Represent Flagright at key industry events, partner conversations, and prospect executive meetings where technical founder credibility opens doors that a salesperson's cannot
Identify the hardest unsolved problems in our GTM and customer operations — then fix them, whether that's a process, a tool, or a conversation
Who we are looking for:
A technical ex-founder who has been through the zero-to-revenue journey — you know how enterprise buyers think, how compliance teams operate, and how to close a deal where trust is the product
Proven in a solutions engineering, customer success, or technical sales capacity — either formally or in practice as a founder who owned every customer conversation
Exceptional at translating complexity: you can go deep on API architecture with a CTO and pivot to risk strategy with a Chief Compliance Officer in the same meeting
A builder of systems, not just relationships — you leave processes, documentation, and playbooks behind, not just institutional memory in your head
Based in or near London with the right to work in the UK (visa sponsorship is not available)
Preferred experience
Prior experience in B2B SaaS enterprise sales cycles — familiarity with procurement, security reviews, MSA negotiation, and multi-stakeholder deal dynamics
Domain fluency in AML, transaction monitoring, sanctions screening, or broader financial compliance — enough to speak credibly without preparation
Engineering or product background (computer science, infrastructure, data, or product design) that lets you get into implementation details with customer technical teams
Experience navigating data privacy requirements and handling sensitive financial data in customer conversations
A network in the fintech, neobank, or compliance vendor ecosystem that creates warm pipeline, not just warm introductions
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
