AI Transformation Partner

Contextual AI

full-time

Posted on: 3/20/2026

Location Type: Remote

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About the role

Lead deep-dive discovery sessions with C-suite and VP-level stakeholders to map out AI maturity journeys.
Identify repeatable patterns for AI orchestration within complex workflows, focusing on ROI and organizational scale.
Act as the primary engine for "land and expand" strategies, turning a single initial use case into a multi-year transformation roadmap.
Lead the end-to-end sales cycle for expansion opportunities, from initial demo to contract negotiation and closing.
Define and track the KPIs that prove the success of AI implementations, ensuring clients see measurable margin expansion or revenue growth.
Serve as a long-term advisor to clients, helping them navigate the rapidly evolving AI landscape.
Partner with our Product team to funnel "front-line" insights into the development of the Contextual.io platform.

5+ years of experience in Technical Sales, Solutions Architecture
Consultative Solutioning: Ability to create roadmaps with ROI analysis, with a consultative solution approach
The "Builder" Mindset: Comfortable working in "low-code/no-code" environments and a deep understanding of AI workflows.
Sales Hunter Instinct: Proven track record of closing six-figure expansion deals and navigating enterprise procurement.
Exceptional Communication: Ability to command a room of executives and then whiteboard a technical workflow with an Ops manager.
Hands-on experience with LLM orchestration, prompt engineering, or automation platforms (e.g., Zapier, UiPath, Make, LangChain)

Benefits

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

Technical SalesSolutions ArchitectureConsultative SolutioningROI analysisAI workflowsLLM orchestrationprompt engineeringautomation platforms

Soft Skills

Exceptional CommunicationBuilder MindsetSales Hunter Instinct