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FlagrightFlagright

Enterprise Account Executive

Drive revenue growth by owning the full enterprise sales cycle, closing complex deals with fintechs, banks, and financial institutions across North America. Requires 4+ years B2B SaaS sales experience and fintech domain expertise.

About the job

Key Responsibilities

Revenue Ownership

  • Own the full enterprise sales cycle from discovery through 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 & Market Development

  • 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 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
  • 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 SDRs 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

Requirements

  • 4+ years of B2B SaaS sales experience with direct closing responsibility
  • Startup or scale-up experience required
  • Experience in fintech, payments, banking, compliance, risk, or financial infrastructure
  • Proven success selling complex solutions and AI solutions to enterprise customers
  • Data-driven and experimental approach to optimizing customer engagement and conversion
  • Strong ability to own deals end-to-end across varying sales cycles
  • Track record of building pipeline and winning competitive deals
  • Clear communicator with a structured, consultative sales approach
  • Willing and able to travel up to 60% of the time

What We Offer

  • Competitive compensation
  • One number, real ownership, no artificial segmentation
  • Direct exposure to leadership and influence on sales and product direction
  • 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
  • Low-bureaucracy environment, minimal meetings, and an asynchronous communications culture

Skills

B2B SaaS Sales, Enterprise Sales, Fintech Sales, Pipeline Management, Deal Closing, Product Demos, Consultative Selling, Outbound Prospecting, Account Expansion, Deal Reviews

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