Judson Tomaiko · AI, decisions, and how work gets done

The usual question

Where can we add AI?

The one I ask

What decisions, workflows, and business models would we redesign?

I'm Judson Tomaiko. I look at how work actually happens, find the decisions where a better prediction would change the outcome, and build working prototypes to test the idea before anything scales.

01Point of view

What I believe about AI in business

  1. 01

    AI lowers the cost of prediction. Value appears only when a better prediction changes a decision.

    A model that produces a number nobody's workflow is set up to act on adds cost, not value.

    See it in: Market Expansion Prioritizer →
  2. 02

    Start with the workflow, not the model.

    Ask what would change if a useful prediction became cheap, fast, and available at the moment of action.

    See it in: Workflow Assessment Tool →
  3. 03

    Redesign before automating.

    A broken process with AI is still a broken process, only faster. A simpler fix often gets most of the benefit first.

    See it in: Diagnosis before tools →
  4. 04

    Treat automation as a risk decision.

    Data quality, the cost of an error, reversibility, and human oversight decide how far automation should go.

    See it in: Customer Escalation Triage →
  5. 05

    Build the feedback loop.

    Outcomes, corrections, and exceptions should improve the next decision, not get logged and forgotten.

    See it in: Model Drift Monitor →
02The adoption ladder

Using AI is not the same as being changed by it

Only 39% of companies report any enterprise EBIT impact from AI (McKinsey, 2025). The first two rungs make individuals faster without changing how the business works. The value is further up.

  1. Level 1

    Individual productivity

    People use AI to write, summarize, brainstorm, code, and analyze. It makes individuals faster. Nothing else changes.

  2. Level 2

    Task assistance

    AI helps with pieces of work, but the underlying workflow stays the same. The process is unchanged.

  3. Level 3

    Workflow integration

    AI enters real operating processes and starts changing handoffs, reviews, approvals, and exceptions.

  4. Level 4

    Decision redesign

    AI changes when a decision happens, who makes it, what data supports it, and what action follows.

  5. Level 5

    Organizational learning

    Daily use creates feedback. Feedback improves prediction. Better prediction changes the business. This is AI-native.

03Automation

Automate it, or keep a person in the loop?

Automate when

  • Data is strong and prediction confidence is high
  • Mistakes are low cost and recoverable
  • The action is reversible
  • Feedback arrives quickly so the model can learn
  • Rules are clear and the environment is stable
  • Ethical risk is low

Keep a person in the loop when

  • Stakes are high and mistakes are hard to reverse
  • Data is thin or the situation is genuinely novel
  • Trust or fairness is at risk
  • Accountability must be traceable to a person
  • Customer relationship depends on human judgment
  • Regulatory or legal exposure attaches to the outcome