AI Readiness Assessment

Summary: A fixed-fee assessment, two or three weeks depending on size, for small and mid-size businesses that run on real systems but have no technology leader. You get a written report that says where AI fits in your operation, what it would cost, what data to keep away from it, and what to fix first.

Most owners know AI matters. Few know where it fits in their own business, and everyone selling AI has a reason to skip that question. The assessment answers it before you spend anything on tools or projects.

Over two or three weeks we interview your team, inventory every system that holds business data, and work out where AI would actually save time or money inside the work you already do. You get a written report and a working session with the person who wrote it, for a fixed fee agreed before we start.


Find out where AI fits before you buy anything. One written report, a fixed fee, and options that do not involve us. Book a qualifying call, or call (206) 325-5383.


Who It Is For

The assessment is built for operations-heavy businesses: contractors, distributors, manufacturers, B2B suppliers and online retailers, whether that is the whole company or one department of a larger one. You are a fit if most of this is true:

  • You run an accounting or ERP system, plus something that tracks jobs, orders, inventory or projects.
  • Your staff re-key information between systems, write the same kind of document every week, or answer the same questions by looking things up.
  • Nobody in-house owns technology decisions. A vendor does, or a “computer person” does.
  • You have been pitched AI tools and cannot tell which pitches are real.
  • Or you run a department or division of a larger company, with its own systems and budget, and corporate IT is not going to do this for you.

It is not for companies that already have a CTO with an AI plan, for businesses with no systems or data to speak of, or for anyone who wants a chatbot on their website. If that is you, we will say so on the first call.

Smaller, owner-led businesses with a few core systems start with Essentials, the same assessment at a smaller scale. See what it costs.


What You Get

Five deliverables, all in one report:

  • Systems and data inventory. Every system that holds business data: what it holds, who uses it, how data gets in and out, what it connects to, and its condition. For most owners this is the first time they have seen the whole picture on one page.
  • Ranked AI opportunities with rough value. Eight to twelve candidate uses, scored on value, feasibility, data readiness and risk. The top three get a page each: what it would do, the data it needs, the rough annual value, and a budget range.
  • Data exposure guide. Every category of your data classified into one of four levels, from “fine to send to an AI service” to “not without legal review”, written as rules your staff can follow. The same four levels are explained in our guide to an AI acceptable use policy.
  • What to fix or modernize first. The things that block the top opportunities, such as a system with no export or data that lives only in a spreadsheet, each with a rough cost to remove.
  • Roadmap with rough budgets. Now, 90 days, 6 months, 12 months. Each item has a budget range and a note on who could do it, including “your own staff with a tool you already license” where that is the honest answer.

Plus a 60 to 90 minute readout with the owner and a follow-up call within two weeks.

Essentials covers the same five deliverables at a smaller scale: up to three core systems, the top three opportunities, a one-page data exposure guide and a roadmap to six months, with a 60-minute readout.


What the Recommendation Looks Like

The assessment ends with a recommendation written like this one: the AI opportunities ranked, what each is worth, what it would cost, what data it touches, and what has to be true first. This sample is for a fictional contractor. The format is what you would receive.

Illustrative sample. The company, people and figures are fictional. The format is what an assessment client receives.

Decision memo

To: Owner and General Manager, Cedar Basin Electric (fictional)
From: Ashlee, Sandcastle
Date: 29 September 2026
Subject: Which AI opportunity to fund first

Background

Over three weeks we interviewed six people and inventoried nine systems. Eleven places where AI could save time came out of those interviews. Four are shown here: the top three, and one that was asked about and that we recommend against. Each was scored the same way, on value, feasibility, data readiness and risk.

The pattern behind most of them is the same. Crew hours, job costs and vendor invoices are each entered once and then re-keyed or checked by hand somewhere else, about 24 hours a week across two coordinators, accounting and the project managers.

Options considered

Rank Opportunity Score (1 to 5) Rough annual value Budget range Data level What has to happen first
1 Timesheet exception flags before payroll. Each week’s crew hours are checked against the schedule, the job and each person’s pattern, and the odd ones are listed for a coordinator to review. 4.1 $11,000 to $17,000 a year (6 hours a week of manual checking, plus fewer payroll corrections) $8,000 to $20,000 Level 3, protected (employee hours and pay) None. The field time-entry app already has an export.
2 Daily job report drafts. Foremen’s notes and photos become a first draft of the daily report, which the project manager edits and approves. 3.4 $15,000 to $25,000 a year (5 project managers, about 2 hours a week each) $10,000 to $25,000 Level 2, business Two crews still take notes on paper. Notes have to be captured on the phone first.
3 Vendor invoice matching. Incoming invoices are read, matched to purchase orders, and only the mismatches go to accounting. 3.0 $10,000 to $15,000 a year (about 8 hours a week of re-entry and matching) $10,000 to $30,000 Level 2, business Blocked. The job-costing system has no export. Fix that first ($2,500 to $15,000, or the vendor’s cloud edition).
4 A chatbot on the public website. 1.5 Unclear. Nobody interviewed could name a question customers ask that the site does not already answer. $25,000 to $60,000 Level 1, open Not recommended. High cost, customer-facing risk, no measurable saving.

Value is hours saved a week, times 48 weeks, times a loaded hourly cost ($65 for coordinators and accounting, $90 for project managers), then reduced by half or a quarter because a person still reviews the output. The arithmetic for each line is in the appendix of the full report.

Recommendation

Fund opportunity 1 now. It has the highest score, it needs nothing fixed first, a coordinator reviews every flag so nothing reaches payroll unchecked, and it pays for itself inside two years even at the top of the budget range and the bottom of the value range.

Before spending anything, check whether the field time-entry app’s own exception report covers part of this. If it covers half, the build gets smaller or unnecessary, and that is a good outcome.

Opportunity 2 is the second project, once the two paper crews are entering notes on the phone. Opportunity 3 has real value but waits on the job-costing export. We recommend against the website chatbot.

What data can go where

  • Crew hours and pay are level 3, protected. They are processed only under a signed data agreement that excludes training on your data, with names replaced by employee numbers. They are never pasted into a public chat tool.
  • Job reports and vendor invoices are level 2, business. They can go to an AI service under business terms, with the minimum fields needed.
  • Nothing in these four opportunities touches card numbers or customer contracts. If that changes, the rule is to stop and ask.

What has to be true for this to work

  1. The field app’s vendor confirms in writing that weekly hours can be exported automatically.
  2. One coordinator owns the weekly exception list and has the authority to correct hours before payroll runs.
  3. The first month runs alongside the current manual check, so the flags can be compared with what people catch today.

Risks and how we would handle them

  • Too many false flags and the list gets ignored: start with three rules that the coordinators already apply by eye, measure, then add.
  • A real error is missed: the manual check stays in place for the first month, and nothing is removed from the process until the numbers agree.
  • Staff read it as surveillance: the list goes to the coordinator who already checks hours, nobody new sees it, and the crews are told what it does.

Next steps

  1. Owner chooses: opportunity 1 now, a smaller first step, or nothing yet.
  2. The coordinator checks the field app’s built-in exception report this week.
  3. If the build goes ahead, it is a four to six week project with a fixed quote, and half the assessment fee is credited against it.

Every recommendation includes options that do not involve Sandcastle. Here, the field app’s own report may cover part of opportunity 1, and opportunity 2 can start with a tool the company already licenses.


How It Works

The Standard assessment runs over three weeks:

Week 1: discover. A kickoff with the owner, then 45-minute interviews with four to six people: whoever runs operations, finance, sales or customer service, and one person who does the repetitive front-line work. In parallel we build the systems inventory from screen-shares and sample exports.

Week 2: analyze. We score the opportunities, classify the data, and list the prerequisites. One short follow-up call if something needs a second look.

Week 3: report and readout. You get the report the day before the readout, then a working session to walk the findings and decide the first move.

Your team’s time: under an hour for each person interviewed, plus the kickoff and the readout for the owner. Six to eight hours in total across the team.

Essentials runs in two weeks. The kickoff doubles as the owner’s interview, we interview one other person, and the report and readout land in week two. About two hours of your team’s time in total.


What It Costs

Two fixed-fee versions. Which one fits depends on how many systems and people are involved, not on headcount, and we settle it on the qualifying call.

  Essentials Standard
Fixed fee $3,500 $7,500
Typical business Owner-led, roughly 5 to 25 people Roughly 25 to 200 people, or one department of a larger company
Core systems reviewed Up to 3 Up to 8
People interviewed The owner plus one Four to six
AI opportunities Top 3, each with rough value and budget 8 to 12 scored, top 3 in depth
Data exposure guide One page Full guide
Roadmap Now, 90 days, 6 months Now, 90 days, 6 months, 12 months
Readout 60 minutes 60 to 90 minutes, plus a follow-up call
Length 2 weeks 3 weeks
  Book a qualifying call Book a qualifying call

Both are paid half to book the kickoff and half at the readout. Several companies or divisions, regulated data at the center of the business, or more than eight core systems: we quote that separately rather than stretch a fixed fee to fit.

If you go on to work with us within 90 days of the readout, half the fee is credited toward a Fractional CTO retainer or a build project: $1,750 after Essentials toward a build of $7,500 or more, $3,750 after Standard toward a build of $15,000 or more. If an Essentials client moves up to Standard within 90 days, the full $3,500 counts toward it. Half rather than all of it, on purpose: the report should be free to tell you to do less, and it will always include a “do nothing yet” and a “do it yourselves” option.


What It Is Not

  • Not a security audit. The data exposure guide is a data-handling classification based on what you tell us and what we can see. Security audits and penetration testing are a separate engagement.
  • Not implementation. The assessment does not build anything. Building is a separate, quoted project.
  • Not vendor procurement. We name categories of tools and, where useful, examples. We do not run vendor selection or resell software.
  • Not legal advice. Where your data is regulated, the report flags it and recommends you get legal advice.
  • Not data cleanup or organizational change. Both are named where they are needed, with a rough cost, not delivered inside the assessment.

Why Sandcastle

Most AI assessments are a questionnaire, a scorecard and a list of tools to buy. Ours is built around the systems inventory and the data exposure guide, and those need someone who has connected business systems for a living.

We have done that for more than two decades, across the kinds of systems an operations-heavy business actually runs on: the custom project-management and time-entry application Prime Electric’s electricians use every day; crew-ordering portals with Microsoft 365 single sign-on for EMCOR; online stores on nopCommerce, AbleCommerce and Shopify, and migrations between platforms with the data intact; procurement connections through cXML and OCI punchout into SAP Ariba, Coupa, Jaggaer and Oracle Supplier Network (Southland Medical case study); and data exchange with the business systems behind them, including Salesforce, NetSuite, Epicor Prophet 21 and Microsoft Great Plains. More in our work. Clients stay: Aviation Supplies & Academics since 2012, Prime Electric since 2013, EMCOR since 2016, Bond Arms since 2018, Southland Medical since 2019.

And we have shipped AI into production software, not just talked about it:

  • MediaTrAiner for Fight or Flight turns a practice media interview into the article a reporter would have written and scores the performance. Shortlisted for Best AI Platform at the PRWeek US Awards 2026. Read the case study.
  • AI report writing inside a commercial property inspection platform: market data grounded in live web search, narrative sections generated from the report’s own data under a locked structure with limits enforced in code. Read the case study.
  • The University of Washington PBIS Voice tool: a custom WordPress plugin that clones Qualtrics surveys, tracks each to close, and summarizes free-form responses with the OpenAI API.

That matters for an assessment because we know what it takes to build the things we recommend, and we can put a real number next to each one. We also build what we recommend, if you want us to, and we say so plainly on the report’s last page next to the options that do not involve us.


Case Study
MediaTrAiner

Fight or Flight, an international PR agency, wanted to scale the way they train executives for media interviews. We built a production platform: a user uploads an interview transcript, the system assesses the spokesperson against the agency’s own media-training framework, then generates a mock article in the style of a chosen reporter or publication.

Read the MediaTrAiner case study

  • ClientFight or Flight
  • ProductAI media interview training platform
  • Delivered asSubscription SaaS with accounts and billing
  • RecognitionShortlisted, Best AI Platform, PRWeek US Awards 2026
Case Study
AI report writing

The client’s team was producing narrative report sections by hand in the consumer ChatGPT app. We built the workflow into their inspection reporting platform: market data auto-populated with web-search-grounded AI, and the narrative generated from the report’s own data under a locked JSON schema with character limits enforced in code. Both features are in production.

Read the case study

  • ClientA commercial property inspection firm
  • ProductAI report writing inside their inspection platform
  • Delivered asTwo features built into the platform they already run
  • ResultManual ChatGPT copy-and-paste replaced by structured, reviewed output

FAQ

How long does an AI readiness assessment take?

Two weeks for Essentials and three for Standard, from kickoff to readout. In the Standard version, week one is interviews and the systems inventory, week two is analysis, and week three is the written report and the readout session. Your team spends about two hours in total on Essentials and six to eight hours on Standard, under an hour for most of the people involved.

What do you need from us?

A short intake questionnaire before kickoff, a 45-minute interview each with the owner and one other person (Essentials) or four to six people (Standard), screen-share time or read-only access to your main systems, and a sample export from each core system with sensitive columns removed. We look at field names and data quality, not at individual customer records.

Do we need to be using AI already?

No. Most clients are not, or their staff are using ChatGPT informally with no rules. The assessment tells you what that is safe for, what it is not, and where the real savings are, which are usually inside your systems rather than in a chat window.

Is our data safe during the assessment?

We work from interviews, screen-shares and small sample exports, and the sample exports are deleted after delivery unless a follow-on project needs them. The report includes a data exposure guide your staff can follow. The assessment is not a security audit; security audits and penetration testing are a separate engagement, and we will tell you if we think you need one.

What happens after the readout?

Within five business days you get a follow-on proposal that matches what the report found: a build project for the first opportunity, a Fractional CTO retainer to carry the roadmap, a short prototype sprint, or “nothing now, talk again in six months”. A follow-up call within two weeks is included.

Is the fee credited toward follow-on work?

Half of it. If you sign a Fractional CTO retainer or a build project within 90 days of the readout, $1,750 comes off after Essentials (builds of $7,500 or more) and $3,750 after Standard (builds of $15,000 or more). The amount and the deadline are written into the proposal.

Can you also build what you recommend?

Yes. We are a custom software team that builds AI features into the software businesses already run, and the top opportunities in the report are scoped so they can be quoted. Every report also lists options that do not involve us, including tools you already license and work your own staff could do.


Start With a Qualifying Call

Tell us what your team is doing by hand that software should be doing. We will tell you honestly whether the assessment is the right next step, and if it is not, what is. You can also reach us through the contact page.








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