Enterprise Account Executive

Jack; Redwood City (CA); On-site; USD 234,000 - 286,000; Full time

Benefits offered by this job

Visa sponsorship

Relocation support (including from CAN

Job summary

Jack is seeking an Enterprise Account Executive to own the full enterprise sales cycle and close $250K+ ACV deals with billion-dollar customers in the US. You will design pilots and coordinate with engineering and product teams to address integrations, driving pilots to production.

Ideal candidates have 4–10 years of enterprise SaaS sales experience, strong MEDDPICC use, and a technical fluency with APIs. Onsite in Redwood City, CA, with startup speed and visa sponsorship options.

Qualifications

• 4–10 years of enterprise SaaS sales experience.
• Closing $250K+ ACV deals.
• Selling to billion-dollar, large enterprise customers.
• VC-backed startup experience preferred.
• Strong technical fluency with APIs and integrations.
• Willingness to work onsite in Redwood City, CA.
• High energy in a fast-paced startup environment.

Responsibilities

• Own the enterprise sales cycle from discovery to signed production agreements.
• Close complex $250K+ deals with large enterprise customers.
• Qualify opportunities using MEDDPICC with exec, IT, security, procurement, and legal stakeholders.
• Design and manage pilots that convert into production deployments.
• Collaborate with solutions engineering and product teams on integrations.
• Provide competitive intelligence and market feedback to the founders.

Skills

Enterprise SaaS sales

Closing large deals

MEDDPICC

Stakeholder management

Technical fluency

Tools

APIs

Integrations

CRM (Salesforce)

Job description

If you’re an enterprise SaaS sales pro looking to join a profitable, high-growth AI startup, this is a compelling opportunity. Stealth is building advanced voice AI technology for call centers and has already reached $60M+ ARR with just 50 people. Backed by Y Combinator and Alt Capital, they’re scaling fast and looking for an Enterprise Account Executive to help land and expand relationships with billion-dollar companies.

What You Will Do

• Own the entire enterprise sales cycle—from discovery calls through to signed production agreements.
• Close complex $250K+ deals with large enterprise customers, often navigating 3–6 month sales cycles.
• Qualify opportunities using MEDDPICC, working with executive, IT, security, procurement, and legal stakeholders.
• Design and manage pilots that convert into full-scale production deployments.
• Collaborate with solutions engineering and product teams to address integrations and technical blockers.
• Deliver competitive intelligence and market feedback directly to the founding team.

What Is Expected

• 4–10 years of enterprise SaaS sales experience, including closing $250K+ ACV deals.
• Track record of selling to billion-dollar, large enterprise customers.
• Recent experience at a voice AI, conversational AI, or CCaaS company.
• Ideally, 1.5+ years at a VC-backed startup.
• Strong technical fluency—you’re comfortable with APIs, integrations, and AI-driven products.
• Willingness to work onsite in Redwood City, CA, Monday through Friday (with remote work on Sunday).
• High energy and comfort in a fast-paced startup environment.

What Is Offered

• $180K base salary with a 50/50 split for approximately $360K OTE.
• Competitive equity package.
• Visa sponsorship and transfers available, with relocation support (including from Canada).
• A chance to join a profitable, scaling AI company before Series A and make a direct impact on growth.