Account Executive (Enterprise SaaS – Observability)

Location: New York City (Hybrid – Tuesday–Thursday)

Base Salary: $100,000–$160,000 - OTE $200,000-$320,000

TwentyAI has partnered with a global enterprise software company to hire multiple Corporate Account Executives as they build out a brand-new sales team in New York.

This is a unique opportunity to join at the ground floor of a newly established Corporate Sales organization focused on enterprise customers outside of financial services. You'll own a true hunter role while leveraging an established customer base to drive both new logo acquisition and strategic account expansion across industries including healthcare, telecommunications, gaming, infrastructure, retail, and the public sector.

What They're Looking For

• 3–5+ years of enterprise SaaS sales experience, with a strong preference for candidates who have sold Observability, Application Performance Monitoring (APM), Infrastructure Monitoring, AIOps, Digital Experience Monitoring, Log Analytics, SIEM, Cybersecurity, or similar enterprise infrastructure software.
• Proven success carrying a $1M+ ARR quota and consistently exceeding sales targets.
• Experience closing complex enterprise deals ranging from approximately $70K–$250K+ ACV, with sales cycles spanning 3–12 months.
• Hunter mentality with a track record of generating pipeline through outbound prospecting, networking, events, and partner collaboration.
• Comfortable managing complex buying committees and selling to technical stakeholders, IT leadership, and C-level executives.

What You'll Be Doing

• Own an enterprise territory focused on regulated and mission-critical industries outside of financial services.
• Drive new logo acquisition while expanding existing customer relationships through a land-and-expand sales motion.
• Manage complex enterprise sales cycles from prospecting through close.
• Generate pipeline through a combination of outbound prospecting, BDR support, marketing campaigns, events, and networking.
• Partner closely with Sales Engineering, Customer Success, Marketing, and Leadership to close strategic enterprise opportunities.
• Build relationships with both technical and executive stakeholders, delivering value-based solutions to enterprise customers.

Benefits

• Comprehensive medical, dental, and vision coverage, HSA & FSA
• 401(k)
• 20 days PTO + public holidays + 3 days paid volunteering leave
• Hybrid work schedule - 3 days in office
• Ongoing learning and professional development opportunities
• Career progression within a global, private equity-backed software company

Apply now or message me directly for more information.