Regesta Field Report · 01 · 2026

The Work Between the Systems

Workflow Architecture for AI-Native Independent Insurance Agencies

Andrew Cherry·January 2026·52 pages
Vol. 01
Fig. — Fragmented sources converge into a controlled flow.
Executive summary

The independent insurance agency of 2026 does not run inside its systems. It runs between them. In the seams between the AMS, carrier portals, email, documents, spreadsheets, and account-manager memory, the real work is coordinated by people whose judgment rarely appears on any screen.

That in-between layer is where AI usefully arrives or fails to. This report maps the layer, and describes a design practice for building AI-enabled workflows without displacing the judgment that keeps the agency accountable.

Selected principles
  1. 01
    Design the workflow before the assistant.

    The workflow is the unit of change; the assistant is a component within it.

  2. 02
    Separate assistance from authority.

    What the machine drafts is a different governance question from what the machine decides.

  3. 03
    Route context to the step, not the person.

    Approved information should arrive with source evidence, not as a paste-in.

  4. 04
    Measure the workflow, not the model.

    Model latency is not an operating metric. Cycle time and exception rate are.

  5. 05
    Learn from exceptions in public.

    Exceptions are the reusable operating knowledge of the agency.

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