Decision checklist

Modernize the constraint, not the entire company.

The right answer may be a cleaner policy, a better software configuration, one integration, or a focused custom tool. Use this checklist before choosing the technology.

1 · Define the job

Can the problem be stated without naming software?

  • Write the trigger, the people involved, the required inputs, the decisions, and the final outcome.
  • Measure frequency, active labor, elapsed delay, error rate, rework, customer impact, and owner intervention.
  • Name the system of record and the person accountable for the workflow.
  • Separate required controls from habits that accumulated over time.

If the team cannot agree on the workflow or policy, software will encode the disagreement. Resolve that first.

2 · Choose the smallest intervention

Use this order of operations.

Eliminate or simplify

Remove an unnecessary approval, duplicate entry, report, or handoff before automating it.

Configure what is already owned

Use native fields, views, forms, templates, alerts, permissions, and workflow rules when they fit the real need.

Connect stable systems

Add an integration when each side has a clear owner, reliable identifiers, and an understood failure path.

Build the missing layer

Use focused custom software when the workflow is differentiating, crosses several systems, or cannot be represented responsibly in the existing stack.

3 · Readiness check

Do not begin a build without these answers.

Ownership

Who decides and who operates it?

Name one business owner, day-to-day users, and the person responsible after handoff.

Data

What is the source of truth?

Identify required fields, record identifiers, retention needs, migration scope, and data that should not be collected.

Exceptions

What happens off the happy path?

Document overrides, duplicates, missing information, offline work, failed integrations, and escalation.

Access

Who may see and change what?

Define roles, approvals, client access, audit needs, and account removal before launch.

Acceptance

How will the team know it works?

Write real scenarios with expected outputs, response times, and ownership—not “the dashboard looks right.”

Exit

How does the business retain control?

Plan exports, documentation, credentials, vendor dependencies, backups, and what happens if the system is retired.

4 · Decision signals

When custom software is—and is not—the answer.

Stronger case

Consider a focused build when…

The workflow is stable and valuable, spans several tools, requires a distinct interface, carries repeat volume, and has a committed owner.

Weak case

Pause the build when…

The policy changes weekly, the problem is low-volume, native capabilities are unused, ownership is unclear, or nobody can define acceptance.

See custom business software and integrations for the GroundWorks approach, or use the automation ROI guide to test the economics.

Need an outside read on the stack?

The free audit maps one real workflow and recommends the smallest responsible intervention.

Book the free audit