Context · 2 months ago
Enterprise GTM
San Francisco Office
Full-time
Onsite
Senior Level
5+ years expContext AI is focused on transforming productivity for knowledge workers through innovative enterprise AI solutions. The Enterprise GTM leader will drive revenue growth by engaging with Fortune 100 enterprises, managing the full sales cycle, and building relationships with C-suite executives to deliver substantial productivity improvements through AI-driven solutions.
Computer Software
Responsibilities
Own enterprise pipeline and quota—prospect, qualify, and close deals with Fortune 500 companies across telecommunications, finance, consulting, biotech, and technology sectors
Build C-suite relationships—engage with CEOs, CIOs, CTOs, CFOs, and VPs to position Context as strategic infrastructure for AI-powered knowledge work
Lead discovery and qualification—understand customers' critical workflows, execution bottlenecks, and business outcomes to identify where AI can deliver measurable impact
Orchestrate technical evaluations and pilots—partner with Deployment Strategists and Engineers to design proof-of-value engagements that demonstrate 30-40% productivity gains
Navigate complex enterprise sales cycles—manage multi-stakeholder buying processes, procurement, legal, security reviews, and executive approvals
Present business cases and ROI—articulate value propositions to audiences ranging from individual contributors to C-suite executives, demonstrating productivity gains, cycle time reductions, and strategic impact
Build and deliver executive demos—showcase Context agents executing real work (analyzing engineering logs, running financial analysis, generating client deliverables) tailored to customer use cases
Drive account expansion—identify new use cases, departments, and workflows within existing customers to expand footprint and revenue
Partner cross-functionally—work with Product, Engineering, and Deployment teams to incorporate customer feedback, shape product roadmap, and ensure customer success
Scope new market opportunities—identify whitespace across industries, verticals, and use cases to help expand Context's enterprise footprint
Qualification
Required
5+ years of enterprise sales experience selling complex, transformational software to Fortune 500 companies
Proven track record closing deals >$500K ACV, ideally $1M+ ACV
Experience selling to technical buyers—CTOs, VPs of Engineering, VPs of Product—and business buyers—CFOs, COOs, business unit leaders
Strong business acumen and ability to articulate ROI, productivity improvements, and strategic value
Comfort with technical concepts—AI/ML, data integration, APIs, enterprise software—enough to engage credibly with technical stakeholders
Executive relationship building—demonstrated ability to build trust with C-suite and navigate complex buying processes
Consultative selling approach—curiosity to understand customer workflows deeply and craft tailored solutions
Preferred
Experience selling AI/ML, data infrastructure, or developer tools to enterprises
Prior work in consulting, professional services, or customer-facing technical roles—you've been in customers' shoes
Familiarity with specific verticals—telecommunications, finance, consulting, biotech, engineering systems
Track record of driving pilots and proofs-of-value that convert to strategic deals
Experience with product-led or technical sales motions—demos, technical evaluations, proof-of-concept engagements
Network in target industries—existing relationships with Fortune 500 executives or decision-makers
MBA or advanced degree in business, engineering, or related fields
Company
Context
Context is an applied AI lab focused on helping everyone from the world's largest companies to individuals transform their work with AI.
11-50 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase