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Custom Software Discovery Checklist

A structured checklist for defining business, technical and operational requirements before starting a custom software project.

  • Published2 October 2026
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Custom software projects fail more often from unclear requirements than from technical difficulty. This checklist sets out what to establish before a build begins, so that the specification describes the problem rather than a guess at the solution.

Work through it with the people who do the work, not only with the people who will approve the budget.

01 — Business objective

  • What problem are we trying to solve?
  • Why does the problem matter?
  • Who experiences the problem?
  • What does the current process look like?
  • What would a successful outcome look like?

02 — Users

  • Who will use the system?
  • What are the different user types?
  • What does each user need to accomplish?
  • What permissions will each user require?

03 — Functional requirements

  • What should the system allow users to do?
  • What workflows need to be supported?
  • What information needs to be captured?
  • What approvals are required?
  • What notifications are required?

04 — Integrations

  • Does the system need to connect with existing software?
  • Are interfaces available on those systems?
  • Are payment systems required?
  • Are communication platforms required?
  • Are external databases or services involved?

05 — Data

  • What data will the system store?
  • Who owns the data?
  • Who can access it?
  • How long does it need to be retained?
  • What security requirements apply?

06 — User experience

  • What should the primary user journey look like?
  • Which actions should be easiest to reach?
  • What devices will people use?
  • Are accessibility requirements relevant?

07 — Operations

  • Who will administer the system?
  • Who will manage users?
  • Who handles support?
  • What reporting is required?

08 — Future growth

  • Could the number of users increase?
  • Could additional workflows be added?
  • Will integrations expand?
  • Will multiple locations or teams use the platform?

Define the problem first. Define the system second.

Related reading: custom software versus off-the-shelf.

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