Enterprise Account Executive

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, and 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, we are the only AI company certified as a B-Corp to 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. Key Responsibilities: Be responsible for the full sales cycle, from prospecting to close; analyzing, building and managing 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 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 Qualifications: 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, LinkedIn 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. Preferred Qualifications: 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 environment with a high level of ambiguity Startup experience preferred You embody our Sama values, exemplifying Grit, Integrity, Get things done (GTD), and Humanity About Sama Sama provides high-quality training data that powers AI technology for Fortune 2000 companies such as Google, Walmart, Ford, Microsoft, and Marriott. We’re experts in data annotation, supporting text, 2D, 3D image, video, and sensor data for machine learning algorithms and generative AI models. Sama offers the highest quality SLAs in the industry, along with cutting-edge ML-assisted annotation tools, QA processes, and security and compliance standards. Founded in 2008 on the belief that “talent is equally distributed, but opportunity is not”, Sama is driven by the mission to expand opportunities for those who are underprivileged. As a certified B-Corp, Sama has provided worker training programs to increase economic opportunity for more than 15,000 people from underserved communities. By connecting our customers with amazing talent in East Africa, we've impacted more than 69,000 workers and their dependents. Today, our vision is to provide data scientists, ML engineers, and data operations teams with an indispensable, integrated platform for AI data preparation, labeling, and collection. For more information, visit www.sama.com. More information can be found at: Featured in Forbes: How Ethical Is Your AI?
Sama Honored on Inc. Magazine’s Annual List of America’s Fastest-Growing Private Companies — the Inc. 5000
Reversing Poverty - Ted Talk by our founder Leila Janah Our Culture: Sama is quite unique. We are a technology company with a social mission. People that thrive in a high-growth environment, love working on the bleeding edge of technology, and really care about having a positive impact on the world are a great fit for the Sama culture. Our core values are One Team, One Goal - Deliver. Period. - Trust & Transparency - Customer First - Humanity. Our Benefits: Sama offers competitive compensation commensurate with experience and a full benefits package, including: medical, dental, and vision insurance, long-term disability insurance, life, and AD&D insurance, employer-matching Group RRSP, generous holiday and vacation policies, a monthly fitness stipend, monthly cell phone reimbursement and professional development opportunities. Our Talent Acquisition team would be happy to discuss our benefits packages with you in more detail during the interview process. At Sama, we pride ourselves in being a diverse and equal opportunity employer.