AI Readiness Assessment

Know Where AI Will Actually Pay Off Before You Spend a Dollar

Most organizations don't have an AI problem — they have a "where do we even start" problem. The assessment answers that with a prioritized roadmap grounded in how your business really works.

Our Approach

Start With the Work, Not the Tool

The mistake we see most often is buying licenses first and looking for a use afterward. Six months later Copilot is turned on for everyone, three people use it, and nobody can say whether it was worth it.

We flip that order. Before recommending anything, we sit with the people doing the work — billing, intake, project management, the front desk — and map what they actually spend their day on. Some of it AI can take over today. Some of it needs your data cleaned up first. Some of it should stay exactly as it is.

You get a written roadmap: what to do first, what it depends on, what it will cost, and what "working" looks like so you can measure it. If the honest answer is that you're not ready yet, we'll say so and tell you what to fix first.

Typical engagement length

2–3 weeks

Who we talk to

Leadership plus 4–8 hands-on staff

Most common finding

Data lives in too many places to be useful

Most common quick win

Document drafting and summarization

Most overrated first project

A customer-facing chatbot

Deliverable

Written roadmap with costs, order and success metrics

What's Included

What the Assessment Covers

Three lenses on the same question: where can AI remove real work from real people, safely, and in what order?

Workflow & Time Audit

Department-by-Department Interviews

Short, structured conversations with the people who do the work. We're listening for repetition, copy-paste, re-keying and "I just know how to do it" knowledge that lives in one person's head.

Time-Sink Mapping

We quantify the recurring tasks — hours per week, who does them, what they cost — so priorities are based on numbers, not enthusiasm.

Tool Inventory

Every system that holds business data: Microsoft 365, Google Workspace, your line-of-business apps, the spreadsheets nobody admits to. AI can only reach what it can see.

Candidate Use Cases

A ranked list of tasks AI can take on — drafting, summarizing, classifying, extracting, answering internal questions — each scored for impact, effort and risk.

Data Readiness Review

Where Your Data Lives

AI assistants are only as good as what they can access. We check whether the documents, records and history that matter are reachable, current and consistently named.

Permissions & Sensitivity

Before any tool indexes a file share, we confirm who can see what today — because an AI assistant will surface exactly what your permissions allow, including the things you forgot were open.

Compliance Constraints

HIPAA, FERPA, client confidentiality, contract terms — we identify the data that can't leave your control and the vendors whose terms allow it to stay there.

Licensing Position

What you already own (Microsoft 365 tiers, Google Workspace editions) and what each AI platform would cost per seat, so the roadmap is priced on real numbers.

Prioritized AI Roadmap

Phase-by-Phase Plan

Usually three phases: quick wins on existing licenses, a platform rollout with training, then custom tools or automation for the workflows worth building around.

Platform Recommendation

ChatGPT, Claude, Copilot or Grok — which fits your stack, your data rules and your people. Often the answer is two, for different jobs.

Success Metrics

Each recommendation comes with a way to measure it — hours saved, turnaround time, error rate — so you can tell six months in whether it worked.

Budget & Timeline

Licensing, our time, and any build work, laid out per phase so you can approve one step at a time instead of committing to everything at once.

See how this would work for your organization.

How It Works

From Kickoff to Roadmap

A light-touch process for your team — a few hours of their time spread across two to three weeks.

01

Kickoff

Leadership sets the goals and constraints. We agree on who to interview and what "success" means for you.

02

Discovery

Interviews, tool inventory and a read-only look at where your data lives and how it's permissioned.

03

Analysis

We score every candidate use case, check it against your data and compliance reality, and price the options.

04

Roadmap Review

A working session walking through the plan. You leave knowing what to do first and what it will cost.

Is This For You?

Built for Organizations Being Told to "Do Something With AI"

The assessment is the right first step when there's pressure to adopt AI but no clear picture of where it would help — or when a first attempt fizzled and nobody is sure why.

You're a good fit if…

  • Leadership wants an AI plan, and the current plan is "turn on Copilot and see"

  • Staff are already using ChatGPT on personal accounts and you'd rather that be deliberate than accidental

  • You have a few processes that eat hours every week and feel like they shouldn't

  • Your data is spread across email, file shares, a line-of-business app and spreadsheets

  • You operate under HIPAA, FERPA or client-confidentiality obligations and need AI done carefully

Free IT Risk Assessment

Not Sure Where Your Gaps Are?

We'll review your current environment, identify risks, and give you a clear picture of what needs attention — at no cost and no commitment.

Get Your Free IT Assessment

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