Enterprise Account Executive

Defy SecurityChicago, IL
16dRemote

About The Position

Defy Security is a fast-growing cybersecurity company helping enterprises nationwide reduce complexity and make smarter security decisions. We bring deep technical expertise and a vendor-neutral approach to ensure our customers get the right solutions — every time. Our culture, certified as a Great Place to Work®, values teamwork, innovation, and people who take initiative. If you’re looking for a place where you can grow and make a meaningful impact, we’d love to meet you. Defy Security is seeking a proven Enterprise Account Executive to drive strategic growth across large enterprise clients. This is not a transactional sales role — it’s an opportunity to partner with C-level leaders to help them transform how they manage cyber risk. You’ll work with leading security technologies, build executive relationships, and deliver measurable business outcomes for some of the world’s most recognized brands. Our ideal candidate is an experienced enterprise seller who thrives in complex, consultative sales cycles and understands how to align cybersecurity initiatives with enterprise business priorities like digital transformation, compliance, and cost efficiency. If you’re a trusted advisor who can navigate complexity, influence senior decision-makers, and drive outcomes across multiple stakeholders — we’d love to meet you.

Requirements

  • Enterprise seller with 8–12 years of quota-carrying experience (6+ for exceptional talent) in cybersecurity, SaaS, or complex technology solutions.
  • Demonstrated track record of exceeding quota and closing 6–7 figure enterprise deals with Global 2000 or Fortune 500 clients.
  • Skilled in consultative, value-based selling, framing cybersecurity as a business enabler (ROI, TCO, compliance, and risk reduction).
  • Strong C-Suite engagement skills and the ability to multi-thread relationships across technical and business stakeholders.
  • Experience working in or with Value-Added Resellers (VARs) and co-selling with OEM and channel partners.
  • Thrives in a fast-growth, entrepreneurial environment where initiative and collaboration are valued.

Nice To Haves

  • Deep understanding of the cybersecurity ecosystem: network, data, cloud, IAM, endpoint, and threat prevention solutions.
  • Experience leading platform consolidation or vendor rationalization initiatives.
  • Ability to read and align to customer financials (10-Ks, board priorities, etc.).

Responsibilities

  • Own the enterprise sales cycle — from prospecting and qualification to negotiation and close — across $1B+ revenue organizations.
  • Engage directly with CISOs, CIOs, and CFOs to align cybersecurity investments to enterprise goals.
  • Lead multi-stakeholder deals (6–12 months) in partnership with Solutions Architects, Services, and OEM channel partners.
  • Drive platform adoption — move customers from point products to integrated cybersecurity architectures.
  • Collaborate cross-functionally with Defy’s Services, Engineering, and Partner teams to deliver client success and measurable outcomes.
  • Apply consultative methodologies (e.g., MEDDPICC, Challenger, Command of the Message) to position Defy’s value and differentiation.
  • Consistently exceed quarterly and annual sales goals for bookings, revenue, and gross margin.
  • Represent Defy with executive presence — leading presentations, proposals, and value discussions with boards and senior leaders.

Benefits

  • Competitive base salary plus uncapped commissions
  • Comprehensive benefits (medical, dental, vision, 401(k) with match, tuition assistance, unlimited PTO)
  • Remote work flexibility and entrepreneurial autonomy
  • A high-performance, inclusive culture that celebrates collaboration and results
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