• 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