Senior Enterprise AI Sales Executive

Cascade AI; New York (NY); On-site; USD 120,000 - 180,000; Full time

Job summary

Cascade AI in New York is seeking an Account Executive to own full-cycle sales across events, partnerships, inbound, and outbound for HR and IT modules. You will generate your own pipeline and close complex, high-value opportunities in a quota-carrying role, working directly with the CEO and cross-functional teams.

This early-stage startup environment rewards proactive deal-making, rigorous discovery, and value-based selling.

Qualifications

• 5–8+ years of SaaS sales experience.
• Experience selling in an early-stage startup environment.
• Proven track record closing high-value, multi-stakeholder deals.
• Strong self-sourcing discipline; you have built meaningful pipeline without relying on SDR support.
• Comfortable owning all channels: outbound, inbound, events, and partnerships.
• Experience selling technical, workflow, AI, HR, ITSM, or operational software.

Responsibilities

• Build and close pipeline across outbound, inbound, events, and partnerships.
• Generate qualified opportunities through direct prospecting, account research, executive networking, partner relationships, and event follow-up.
• Convert inbound interest into discovery calls, executive meetings, and qualified opportunities.
• Own full-cycle sales from first touch through procurement, security review, legal, close, and expansion.
• Lead complex, multi-stakeholder sales cycles with HR, IT, Finance, Procurement, and executive buyers.
• Drive conversations around AI transformation, operational efficiency, employee experience, and business impact.
• Create and execute outbound strategies for priority accounts.
• Turn events into qualified meetings and active opportunities.
• Follow up quickly on inbound demand.
• Develop partner-influenced opportunities while maintaining ownership of the sales process.

Skills

SaaS sales

New business development

Account management

Prospecting

Multi-stakeholder deals

Outbound & inbound

Job description

Cascade AI in New York is seeking an Account Executive to own full-cycle sales across events, partnerships, inbound, and outbound for HR and IT modules. You will generate your own pipeline and close complex, high-value opportunities in a quota-carrying role, working directly with the CEO and cross-functional teams.

This early-stage startup environment rewards proactive deal-making, rigorous discovery, and value-based selling.