About Context

We're on a mission to unlock the next frontier of productivity for knowledge workers.

Context AI is building the future of enterprise AI—systems that don't just answer questions or automate simple tasks, but execute the complex, judgment-heavy work that drives real business outcomes. The constraint blocking AI from creating true enterprise value isn't model intelligence anymore; it's institutional intelligence: understanding how your organization operates, where information lives, what quality standards matter, and how work actually gets done.

Our platform solves this by automatically learning each organization's unique context—the tribal knowledge, business rules, internal lexicon, and tacit expertise that defines production-quality work. Each Context task can connect to gigabytes of data across entire codebases, data rooms, and operational systems, enabling AI agents to perform real work that knowledge workers do: engineers analyzing firmware logs to identify root causes, bankers running due diligence on multi-terabyte data rooms, analysts refreshing deliverables with live market data, and consulting teams creating client presentations and websites.

We've proven our system with Fortune 100 customers, achieving 30-40% productivity improvements, reducing cycle times by over 90%, and deploying solutions in days rather than months. Context AI operates 24/7/365 across global teams, freeing knowledge workers to focus on strategic initiatives and new growth frontiers.

What You'll Do

As a Technical Account Manager at Context AI, you'll be the trusted advisor and strategic partner for our Fortune 100 customers, ensuring they achieve transformational business outcomes with AI agents that execute complex, high-stakes work. Your mission is to drive customer success, expansion, and retention by deeply understanding how customers deploy Context AI—the workflows they automate, the institutional intelligence they capture, and the productivity gains they realize—and identifying opportunities to expand impact across their organization.

You'll own the post-sale relationship for strategic enterprise accounts, serving as the primary point of contact between customers and Context AI. You'll partner with executives, engineering leaders, and operational teams to ensure successful deployments, measure business impact, and identify new use cases that deliver 30-40% productivity improvements and 90%+ cycle time reductions. You'll work alongside Deployment Strategists, Forward Deployed Engineers, Product, and Sales to orchestrate renewals, drive expansion, and ensure customers view Context as strategic infrastructure for AI-powered knowledge work.

In this role, you'll need technical depth, strategic thinking, and exceptional relationship management skills. You'll navigate complex enterprise organizations, understand technical architectures and AI workflows, translate customer feedback into product insights, and proactively identify risks and opportunities. You'll be equally comfortable discussing technical integration details with engineers and presenting business outcomes to C-suite executives.

No two days are the same, but you can expect to:

• Own customer relationships for a portfolio of strategic enterprise accounts—serve as primary point of contact and trusted advisor for executives, engineering leaders, and operational teams

• Drive customer success and adoption—ensure customers successfully deploy Context AI agents, achieve measurable business outcomes, and expand usage across workflows and teams

• Conduct executive business reviews—present quarterly and annual reviews to C-suite stakeholders showcasing productivity gains, cycle time reductions, ROI, and strategic roadmap alignment

• Monitor customer health and proactively address risks—track adoption metrics, usage patterns, and satisfaction signals to identify and mitigate churn risks before they escalate

• Identify expansion opportunities—discover new use cases, departments, and workflows where Context can deliver value; partner with Sales to drive upsell and cross-sell motions

• Coordinate technical support and deployment—work with Deployment Strategists and Forward Deployed Engineers to resolve technical issues, optimize workflows, and ensure seamless integrations with customer systems

• Translate customer feedback into product insights—capture feature requests, workflow improvements, and technical requirements; partner with Product and Engineering to influence roadmap

• Build executive relationships—develop trusted advisor status with CTOs, VPs of Engineering, CFOs, and business unit leaders to position Context as strategic infrastructure

What We Value

• Agency: Innovation happens when team members think from first principles and go above and beyond in order achieve objects—not by simply completing tasks

• Digging Deep: Surface-level understanding won't cut it when AI needs to execute production-quality work with institutional knowledge

• Low ego: We understand that the outcome matters more than who gets the credit. Team members share wins and don't play politics.

• Extraordinary Problem-Solving Ability: You'll confront open-ended problems in unstructured environments where "how we do things" isn't documented

• Adaptive and Introspective: We operate in a fast-moving environment and accordingly iterate rapidly; team members must be able to learn from their mistakes and improve constantly

What We Require

• 3+ years of Technical Account Management, Customer Success, or Solutions Engineering experience managing strategic enterprise accounts (Fortune 500 companies)

• Proven track record of driving customer retention, expansion, and executive relationships—ideally with net revenue retention metrics >120%

• Technical depth—comfort discussing AI/ML systems, APIs, data integration, enterprise software architectures, and troubleshooting technical issues

• Experience with complex, technical products—ideally AI/ML platforms, developer tools, data infrastructure, or enterprise software

• Strong business acumen—ability to articulate ROI, measure business impact, and present outcomes to executive stakeholders

• Executive relationship management—demonstrated ability to build trust with C-suite, VPs, and senior leaders

• Consultative approach—curiosity to understand customer workflows deeply and identify opportunities for expansion

• Excellent communication skills—equally comfortable writing technical documentation and presenting business reviews to executives

Nice to Have

• Experience with AI/ML, LLMs, or agent frameworks—understanding of how AI systems work and what makes deployments successful

• 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

• Technical background—CS degree, prior engineering experience, or deep technical expertise that helps you engage with customer engineering teams

• Experience managing high-touch, strategic accounts with >$1M ACV

• Track record of driving expansion and upsell within existing accounts

• Customer advocacy and storytelling skills—experience creating case studies, references, and customer-led content

• Proficiency with customer success platforms—Gainsight, Totango, ChurnZero, or similar tools