RedLegg Enterprise Account Executive - Cybersecurity Services Remote · Full time Company website

RedLegg is seeking an experienced Enterprise Account Executive to acquire net-new enterprise customers and close complex cybersecurity services engagements. This is a quota-carrying, hunter-focused individual contributor role requiring consistent pipeline generation, territory development, executive-level selling, and full-cycle deal ownership. The ideal candidate has recent experience selling cybersecurity services or solutions into enterprise organizations and a demonstrated track record of self-generating pipeline, opening new accounts, and closing new-logo business. This role is best suited for a seller who is comfortable creating opportunities rather than relying primarily on inbound leads or an established book of accounts.

About RedLegg

RedLegg is a leading provider of cybersecurity solutions, committed to protecting our clients’ digital assets and ensuring the security of their operations. Join our team of dedicated professionals and help us achieve our mission of providing secure and innovative solutions.

Description

What You'll Do

  • Own a defined territory and develop a strategy for generating net-new enterprise business.
  • Build qualified pipeline through outbound prospecting, executive networking, referrals, partnerships, events, and territory development.
  • Identify and establish relationships with CISOs, CIOs, CTOs, security leaders, compliance leaders, and other executive stakeholders.
  • Sell cybersecurity consulting, penetration testing, offensive security, managed security services, MDR, incident response, compliance, risk management, vCISO, assessments, and related services.
  • Lead the full sales cycle from prospecting and qualification through discovery, proposal development, negotiation, and close.
  • Conduct consultative discovery focused on security risk, compliance requirements, business impact, and desired outcomes.
  • Partner with RedLegg's consultants and technical teams to develop solutions aligned with client needs.
  • Build and maintain a consistent pipeline of qualified enterprise opportunities.
  • Maintain accurate opportunity, pipeline, and forecasting information in the CRM.
  • Meet or exceed assigned revenue and new-business targets.

Required Qualifications

  • 5+ years of quota-carrying B2B sales experience, including recent cybersecurity sales experience.
  • Recent experience selling cybersecurity services or solutions such as penetration testing, offensive security, MSSP, MDR, incident response, compliance, assessments, vCISO, or security consulting.
  • Demonstrated success self-generating enterprise pipeline through outbound prospecting and territory development.
  • Proven record of acquiring net-new customers and closing new-logo business.
  • Experience owning and developing a sales territory.
  • History of meeting or exceeding individual sales quotas.
  • Experience managing complex, consultative enterprise sales cycles involving multiple technical and executive stakeholders.
  • Experience engaging CISOs, CIOs, security leaders, compliance leaders, and executive buyers.
  • Ability to translate cybersecurity needs into business-risk, operational, and compliance conversations.
  • Strong discovery, presentation, negotiation, forecasting, and closing skills.
  • Self-directed and comfortable operating in a remote sales environment.
  • Authorization to work in the United States without current or future employer-sponsored visa support.

Preferred Experience

  • Experience selling penetration testing or offensive security services.
  • Experience selling managed security services, MSSP, MDR, incident response, vCISO, or security consulting.
  • Experience selling compliance, risk, or cybersecurity assessment services.
  • Experience selling cybersecurity services into highly regulated industries.
  • Existing relationships within enterprise cybersecurity organizations.
  • Experience developing opportunities through channel partners, technology alliances, referrals, and executive networks.
  • Familiarity with enterprise cybersecurity buying cycles, statements of work, and services-based proposals.

Why Join RedLegg

  • Sell a broad portfolio of cybersecurity services addressing real security, risk, and compliance needs.
  • Work directly with experienced cybersecurity consultants and technical specialists.
  • Represent a veteran-owned cybersecurity services organization established in 2008.
  • Take meaningful ownership of your territory and sales process.
  • Receive ongoing sales and cybersecurity enablement through RedLegg University.
  • Join a remote team focused on expertise, transparency, and trusted client partnerships.

Compensation & Benefits

  • Base Salary: $100,000 - $120,000
  • Performance-based commission plan
  • Full benefits package
  • Gym reimbursement
  • Ongoing sales and cybersecurity training
  • Remote work within the United States



Salary

$100,000 - $120,000 per year