Job Opening: Senior Enterprise Sales Executive
About Sentry
Sentry is a cybersecurity company helping organizations stay ahead of evolving threats through offensive security, red teaming, and practitioner-led security research. We work with enterprise clients to identify and remediate vulnerabilities before attackers can exploit them.
The Role
We're looking for a Senior Enterprise Sales Executive to drive new business and expand strategic accounts across the enterprise segment. You'll own the full sales cycle, from prospecting through close, selling technical security services to security-conscious organizations.
What You'll Do
- Own and exceed quarterly and annual revenue targets within a defined enterprise territory
- Manage complex, multi-stakeholder sales cycles involving CISOs, security teams, and procurement
- Develop and execute account strategies for net-new logos and expansion within existing accounts
- Partner with technical and delivery teams to scope engagements and communicate value to clients
- Build and maintain an accurate pipeline and forecast in the CRM
- Represent Sentry at industry events and in client-facing conversations with credibility on security topics
- Guide GTM engineers in automating prospecting, outreach, and strategy
What We're Looking For
- 5+ years of enterprise B2B sales experience, ideally in cybersecurity, SaaS, or technical services
- Demonstrated track record of consistently meeting or exceeding quota in complex, high-value deals
- Experience selling to security and technical buyers (CISOs, security engineering, IT leadership)
- Strong consultative selling skills and the ability to translate technical offerings into business value
- Excellent communication, negotiation, and stakeholder-management skills
- Comfort operating in a fast-moving environment with a high degree of autonomy
- Excellent English language skills
Desirable Skills
- Familiarity with offensive security, penetration testing, or red team services
- Existing network within enterprise security buying centers
- Experience selling professional or consulting services (not just product)
What We Offer
- Competitive base salary plus commission
- Comprehensive health coverage
- Flexible remote work and PTO
- Professional development support
Start Date
As soon as possible, upon completion of the selection process.
Application Process
Interested candidates should submit their CV, cover letter, and up to three professional references no later than 30 July 2026 at 11:59 PM.
Applications should be sent to: careers@sentry.security
Please include the following subject line in your application email: “Senior Enterprise Sales Executive Application – [Your Name]”
Sentry is an equal opportunity employer. We welcome applications from qualified candidates regardless of background and are committed to a fair and respectful recruitment process.
