Enterprise Account Executive - Remote

About the job

The training data lifecycle is complex - the journey from data collection to delivery is resource‑heavy and time‑consuming. In the ever‑changing world of AI, Sama’s vision is to be a partner in managing the complete ML lifecycle. Today we focus on data annotation, validation, fine‑tuning and model evaluation for companies like Google, Microsoft and NASA building state‑of‑the‑art AI. As a Forbes Top 50 AI company to watch and the only AI company certified as a B‑Corp, we continue to build on our social mission to “give work.”

In this role as a driven Enterprise Account Executive, you will be responsible for helping to grow key verticals (Consumer Tech, Autonomous Vehicles, Retail & eCommerce). You are tech‑savvy, strategic, and action‑oriented, with a proven history of selling enterprise solutions. You will be a part of our growing sales team that is expanding a disruptive technology in Computer Vision and Generative AI. The ideal candidate will have deep experience selling a tech‑enabled solution to an enterprise buyer and an ability to develop and navigate senior client relationships and procurement processes.

• Be responsible for the full sales cycle, from prospecting to close; analyze, build and manage a sales pipeline with a highly complex and technical, multi‑stakeholder sales process.
• Become a strong solutions seller with depth in Generative AI and Computer Vision, and understand the ML lifecycle from start to finish.
• Deep dive into clients’ and prospects’ ecosystems and communities: attend conferences, join forums, host webinars and marketing events, and leverage social selling to show thought leadership.
• Own a $1–$2M annual quota focused on net‑new revenue across AI platform subscriptions and technology services.
• Consistently deliver quota attainment on quarterly bookings targets.
• Build and maintain 3x pipeline coverage through strategic outbound prospecting, AI use‑case targeting, and cross‑functional support.
• Manage 15‑20 active deals per quarter
  , progressing through technical evaluation, procurement, and legal stages.
• Lead 4‑5 qualified discovery calls per week
  , tailoring outreach to business and technical buyers (VPs of Data, AI, Engineering).
• Conduct compelling discovery and scoping calls often in collaboration with solutions engineers, showcasing measurable value.
• Accelerate sales velocity: average sales cycle less than 120 days for enterprise engagements.
• Maintain a win rate of >25% on sales‑qualified opportunities by positioning differentiated capabilities (e.g., human‑in‑the‑loop annotation, foundation model fine‑tuning, GenAI pipelines).
• Work closely with Solutions to craft proposals
  .
• Use Salesforce and Gong to track funnel health, improve conversion at each stage, and forecast revenue within ±10% accuracy.

• 7+ years of quota‑carrying B2B sales experience, with at least 1–2 years selling AI/ML, data platforms, or analytics solutions in Enterprise environments.
• Proven track record of meeting or exceeding quota in a high‑velocity or enterprise sales environment.
• Familiarity with AI/ML buyer personas and use cases such as model training, data labeling, synthetic data, LLM evaluation, or AI governance.
• Excellent communication and storytelling skills with ability to engage technical and business stakeholders alike.
• Proficiency with Salesforce, Linked In Sales Navigator, and sales enablement platforms (e.g., Gong).
• Understanding of AI procurement dynamics including pilots, data privacy, IP rights, and technical validation cycles.
• Previous experience selling a complex solution to technical buyers in one of our key sectors is preferred.

• Exposure to enterprise AI environments (e.g., computer vision, natural language processing, foundation models).
• Experience using or selling into AI infrastructure providers (e.g., AWS, Azure ML, Databricks, Scale AI, Labelbox).
• Familiarity with sales methodologies like Sandler, MEDDIC, or Challenger.
• Genuine interest in learning about new technologies—especially AI and generative AI.
• Deep commitment to building an ethical, world‑class company with technology at its core.
• Ability to navigate a fast‑paced…