AI Readiness Assessment
A context-aware assessment of whether your data, infrastructure, and governance can support your planned AI deployment, delivered as a fixed-scope two-week engagement.
Who this is for
- •Companies with one or two specific AI use cases identified, not a general 'we should use AI' mandate
- •Mid-market and growth-stage organizations preparing for a first significant AI deployment
- •Teams that have heard 'your data isn't AI-ready' without a clear definition of what that means or how to fix it
- •Leaders who want a defensible, board-presentable answer to 'are we ready to ship this?'
- •Particular fit: companies preparing to launch customer-facing AI (chatbots, voice agents, IVR optimization, transcript processing), and healthcare or fintech organizations deploying AI against patient or financial data, i.e., anywhere that customer experience, regulatory exposure, or both are visible from day one
What you'll get
- •Written assessment of current state against the specific AI use case, not a generic readiness scorecard
- •Identification of the specific gaps that block this deployment, distinct from gaps that don't
- •Recommended sequence of remediation work, with effort estimates
- •A go/no-go recommendation for the planned deployment, with reasoning
- •Optional: presentation to leadership or board
Timeline
Two weeks from kickoff to delivery
How it works
- 1
Kickoff call
Define the specific use case, technique, and constraints
- 2
Document review
Current data architecture, governance, privacy posture, prior assessments
- 3
Stakeholder interviews
Typically 3-5 conversations with data, engineering, and compliance leads
- 4
Gap analysis
Context-aware gap analysis against your deployment requirements
- 5
Written deliverable
Plus 60-minute walkthrough
Why work with me on this
Most readiness assessments measure organizations against generic frameworks that don't correspond to any actual AI deployment. I assess against the specific use case you intend to ship, drawing on direct experience scoping and shipping AI/ML systems at Apple, including the gap between 'looks ready on paper' and 'actually works in production.' Particular depth in customer-facing AI: I led the 14-engineer team delivering chat routing intelligence, voice systems, transcript processing, and IVR optimizations for Apple's global customer engagement platform.
What clients say
"Jessica’s reports provided a vital mirror for my business, offering a framework for me to move away from a production-heavy model and toward a scalable infrastructure strategy."
"Instead of overwhelming me with technical details, she guided me into this new world of AI in a way that felt comfortable and directly relevant to our firm. I would highly recommend Jessica as an AI partner for anyone who wants to move from AI anxiety to AI clarity."
Frequently asked questions
What makes an organization 'ready' for AI?
AI readiness spans eight dimensions: data quality, infrastructure, governance, team capabilities, use case clarity, budget alignment, risk tolerance, and executive sponsorship. Most organizations are stronger in some areas than others. The assessment identifies your specific gaps and provides a roadmap to address them.
Can you help us choose between build vs. buy for AI capabilities?
Yes. The assessment includes a detailed analysis of when to build custom models, when to use existing APIs, and when to partner with specialized vendors. This recommendation is based on your specific use cases, technical capabilities, and strategic objectives.
Do you provide implementation support after the assessment?
The assessment deliverables include an implementation roadmap you can execute internally. For ongoing support, I offer fractional Head of AI services. Many clients start with the assessment then transition to fractional engagement for execution.
Other services
AI Remediation Sprint
A four-to-six-week engagement that closes the most critical two or three gaps from a prior AI readiness or privacy assessment, with concrete acceptance criteria and integration with the client's existing team.
Privacy Consulting for AI Systems
Compliance review and architecture guidance for AI systems facing a specific regulatory trigger — preparing for audit, expanding into new jurisdictions, launching in regulated markets, or responding to board or insurance compliance requirements.
AI Privacy Audit Response
Emergency-paced privacy and AI compliance support for companies in active regulator inquiry, audit, breach response, or rapid jurisdictional expansion with a hard external deadline.
Fractional Head of AI
Embedded AI leadership for companies without senior AI/ML capacity in-house, delivered as a monthly retainer.
Ready to move forward with confidence?
Let's discuss how I can help you navigate AI implementation and data privacy challenges.
Currently booking May — 1 client slot open