Some of the world's biggest brands already run their advertising on our AI platform. Pencil has built the operating system for AI-made advertising—aggregating major AI models so creative and marketing teams go from brief to finished asset seamlessly.
We are looking for an Enterprise Account Executive with real enthusiasm for AI to drive enterprise growth in the US. In this role, you’ll own the full sales cycle from qualified opportunity through negotiation and close, closing deals starting at $100K in annual contract value.
Candidates must be based within the Eastern Time Zone (ET).
Key Responsibilities
- Own the full sales cycle for net-new enterprise clients in your territory from initial conversation through discovery, solution shaping, negotiation, and close.
- Build and manage your pipeline by combining inbound and SDR-sourced opportunities with proactive outbound prospecting into target ICP accounts.
- Close new business starting at $100K+ in annual contract value, combining Pencil’s SaaS platform with creative services and AI solutions.
- Engage senior marketing, procurement, IT, and legal stakeholders, multi-threading complex deals within large enterprise organizations.
- Deliver tailored demos, capability sessions, and commercial proposals tailored to each prospect's business model and operating setup.
- Navigate enterprise procurement, security, and legal reviews as standard parts of every transaction.
- Maintain CRM discipline, accurate forecasting, and internal reporting on pipeline health.
Background & Qualifications
- 5+ years in enterprise SaaS sales, ideally within marketing tech, creative tech, or AI products.
- Proven track record of closing net-new business ranging from $100K to $500K ACV.
- Consultative sales approach focused on discovery, uncovering key pain points, and driving measurable ROI.
- Strong understanding of SaaS business models, renewal dynamics, and multi-stakeholder enterprise sales cycles.
- Fluency in modern enterprise sales methodologies (e.g., MEDDPICC, Challenger).
- Excellent communication skills with experience presenting to C-level executives.
- Skilled in commercial negotiation balancing revenue targets with long-term partnership value.
- Proficiency with CRM software (Salesforce) and modern sales prospecting tools.
Benefits
- 25 days PTO plus public holidays
- Remote-first workplace with optional access to New York offices
- Comprehensive health insurance / private medical cover
- Monthly stipend for wellness, fitness, and learning & development
- Enhanced parental leave policy (birth, adoption, or surrogacy)
- Uncapped commission structure
Timezone overlap
UTC-5–-4
Benefits
Open to
US
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