Technical Ex-Founder - London

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