Foundation First

Every week, for years, a team would pack a banker's box full of paperwork and ship it to the home office.

Not uploaded. Not emailed. Put on a truck.

That's the data infrastructure underneath a lot of companies running AI initiatives right now. Most don't have an AI problem. They have a data problem they're hoping AI will solve. Foundation First is the practice of fixing that before you build anything on top of it.

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Most companies don't have
an AI problem.
They have a data problem
they're hoping AI will solve.

Decisions get made on calls and leave no record. Institutional knowledge walks out when people do. The operational data supposed to feed an AI initiative is sitting in someone's inbox, in PDF format. A year into digital transformation at a legacy logistics company, that's the actual starting point: mapping those decisions, tracing what data each one needs, building capture points that never existed.

Nobody puts that work in the press release. It's not interesting until it works. But without it, AI doesn't give you better answers. It gives you wrong answers you can't argue with, generated faster.

Eight things have to be true before AI works. These are the five the assessment checks first.

Domain 01

Use Case Clarity

AI automates a specific job. Name it first.

Leadership wants AI, but there's no target workflow. Just a mandate to "explore."


One named workflow, measured today, that AI would clearly speed up or replace.

Domain 02

Data Capture

AI can only use what's actually captured.

Your team pulls spreadsheets before every meeting because the systems don't talk to each other.


The data needed for most decisions is captured automatically. No exports required.

Domain 03

Pipeline Integrity

Available isn't the same as trustworthy.

Someone always has to "clean it up first." That someone is usually the same person.


Data moves clean and consistent from source to decision. The team trusts it without checking.

Domain 04

Decision Systems

If decisions happen in meetings, AI has nowhere to plug in.

Key operational calls happen in someone's head or a hallway conversation, not in a system.


Decisions are driven by defined inputs and documented logic. AI can augment that. It can't replace a hallway.

Domain 05

Automation Readiness

Tools don't fail. Adoption does.

New systems get used for three weeks, then quietly abandoned. Change management is a recurring post-mortem item.


The team iterates on tools because they solve real problems. Adoption isn't a project. It's a reflex.

Score Yours

Where is your foundation weak?

Five questions, two minutes, five of the eight domains. Auto-reply tells you what's blocking you and what to fix first.

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Every engagement follows the same sequence. The order matters: each stage builds on what the previous one found.

Stage 01

Audit

Map every key operational decision against the eight domains. Find what data it needs, what's missing, and what's never been captured at all.

Stage 02

Design

Design the data flows, capture points, and decision logic that have to exist before anything automated is layered on top.

Stage 03

Build

Build in production, not a prototype. The infrastructure that actually runs the decision, with a named internal owner accountable for it.

Stage 04

Test

Run it without outside support. The test isn't whether it works. It's whether it keeps working when the external help is gone.

Know where your foundation stands before you build.

Five questions, five of the eight domains. Auto-reply delivers your score bracket with a plain-language interpretation and what to fix first. The full assessment covers all eight.

5 – 8

Foundation Gaps

The infrastructure isn't ready. The auto-reply covers what to fix first, and why skipping this stage is how AI initiatives fail.

9 – 12

Partial Foundation

Some pieces in place, specific gaps to close. Usually one domain is bottlenecking everything downstream.

13 – 15

Strong on these five

Solid across these five. The three this doesn't cover (infrastructure, security, ownership) often decide whether a build ships. The full assessment covers all eight.

The Five Questions

One question per domain, five of the eight. Scored 1–3. Takes two minutes.

  • Q1Where are you with AI right now: exploring broadly, or targeting a specific workflow?
  • Q2When your team makes a key operational decision, is the relevant data actually being captured?
  • Q3How confident is your team that the data you use is clean and trustworthy, not just available?
  • Q4Where do operational decisions actually get made in your organization?
  • Q5How would you describe your team's readiness to adopt new AI-powered workflows?
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Free. No account needed. Results by email.

Built by someone who has done it. Not advised on it.

In 1992, I found the internet before most people knew it existed: Gopher, FTP servers, raw text. When browsers arrived, I taught myself HTML. The next year I heard about a startup called AudioNet, putting sports and radio on the internet. Got a meeting with the COO, showed up with a webpage sketched on a notepad, got hired on the spot.

AudioNet became broadcast.com. Yahoo bought it for $5.7 billion. Twenty years at Yahoo and Verizon Media followed, shipping the industry's first rich media ad units and eventually running a global team at $500M in annual revenue. Then VP of Engineering at 84.51°, Kroger's data company, running a 150-person org building advertising infrastructure on data and AI.

Now VP of Product Solutions at a legacy logistics company, leading AI and digital transformation from the inside.

What I actually build is the foundation that makes AI work: capture points for decisions that currently happen on calls and leave no record, formats that work across systems instead of inside one person's spreadsheet, clean inputs before anyone touches a model. The gap between AI that changes how a company operates and AI that lives in a slide deck is almost always in the infrastructure, not the model. I've built that foundation before. I'm building it again now.

I still write code, because it's the fastest way to find out what I don't actually understand yet.

  • Current role VP, Product Solutions. AI & digital transformation. Legacy logistics.
  • 84.51° / Kroger VP of Engineering. 150-person org. Data & AI infrastructure.
  • Yahoo / Verizon Media 20 years. $500M+ revenue. First rich media ad units in the industry.
  • broadcast.com Employee #13. Acquired by Yahoo for $5.7 billion.