Enterprise AI Sales Executive — Remote (US ET), High-Impact Growth

trypencil.com; United States; Remote; USD 100,000 - 500,000; Full time

Benefits offered by this job

25 days PTO plus holidays

Remote-first with NY office access

Health insurance

Job summary

Pencil, the AI advertising platform, is hiring an Enterprise Account Executive to drive growth in the US. You will own the full sales cycle from discovery to close, working with SDRs and senior stakeholders.

You will bring net-new clients and close deals starting at $100K in annual contract value, with an uncapped commission structure and a high-growth, collaborative culture. You’ll thrive in a remote-first environment with flexibility to work from home or in offices in New York.

Qualifications

• 5+ years in enterprise SaaS sales, ideally in marketing tech or AI-driven products.
• Proven track record of closing net-new business at $100K+ ARR.
• Consultative discovery-led sales approach drives measurable outcomes.

Responsibilities

• Own the full sales cycle for net-new enterprise clients in your territory.
• Build and manage your pipeline with inbound, SDR-sourced and proactive outbound opportunities.
• Close deals starting at $100K in annual contract value.
• Engage senior stakeholders across marketing, procurement, IT and legal.
• Deliver tailored demos and commercial proposals for each prospect.

Skills

Enterprise SaaS sales

Negotiation

CRM proficiency

Stakeholder management

Discovery-led selling

Tools

Salesforce

Job description

Pencil, the AI advertising platform, is hiring an Enterprise Account Executive to drive growth in the US. You will own the full sales cycle from discovery to close, working with SDRs and senior stakeholders.

You will bring net-new clients and close deals starting at $100K in annual contract value, with an uncapped commission structure and a high-growth, collaborative culture. You’ll thrive in a remote-first environment with flexibility to work from home or in offices in New York.