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Sama · 1 month ago

Enterprise Account Executive

Canada

Full-time

Remote

Mid, Senior Level

3+ years exp

Sama is a Forbes Top 50 AI company focused on managing the complete ML lifecycle, particularly in data annotation and validation. The Enterprise Account Executive will be responsible for driving sales in key verticals, managing a complex sales process, and achieving significant revenue targets through strategic client relationships.

Artificial Intelligence (AI)Data Collection and LabelingEnterprise SoftwareMachine Learning

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 media to show thought leadership

Own a $1-$2M annual quota focused on net-new revenue across AI platform subscriptions, services, and pilots

Consistently deliver 100–120%+ attainment on quarterly bookings targets

Build and maintain 3x pipeline coverage through strategic outbound prospecting, AI use-case targeting, and cross-functional support

Manage 30–40 active deals per quarter, progressing through technical evaluation, procurement, and legal stages

Lead 6–10 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 (e.g., data quality)

Accelerate sales velocity: average sales cycle <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

Qualification

SaaS salesGenerative AIComputer VisionB2B salesSalesforceSales methodologiesAI/ML buyer personasTechnical validationStartup experienceCommunicationStorytelling skills

Required

3–7 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