Enterprise Account Executive (AI Agents) - US - Remote Eligible

Enterprise Account Executive (AI Agents)

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 an Enterprise Account Executive (AI Agents) in the US to drive revenue growth and help scale enterprise adoption of Flagright's AI Agents across North America. This is a high-ownership role with full responsibility across the enterprise sales cycle. You will win complex deals with fintechs, banks, and financial institutions, develop deep product and industry expertise, and contribute directly to how Flagright scales in North America.

You will manage deals from discovery through to close, self-source deals, 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—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