What to automate first, and what to leave alone

Posted October 24, 2026 by Livinus Brown

Most tasks in a small firm could be automated in some way, but the first project matters most, because it shows your team whether automation can be trusted.

Four questions for any task

  1. Does it repeat? If the same steps happen every week, they are candidates. If every case is different, they are not.
  2. Are the rules clear? If a new hire could follow a written checklist, a system can too. If it depends on judgment, keep a person in charge.
  3. Is the cost of an error low and visible? Filing an email to the wrong folder is easy to spot and fix. Sending a wrong figure to a client is not.
  4. Does it take real time? A task that takes two minutes a month is not worth building around.

Good first candidates

  • Filing client emails and attachments where they belong
  • Asking for missing documents and sending reminders
  • Setting up a new client or project the same way every time
  • Drafting a standard document from your own template, for review

Leave alone, for now

  • Anything that needs professional judgment: advice, decisions and sign-off stay with a person.
  • Anything messy: if three people do it three different ways, fix the process first.
  • Anything rare: building for something that happens twice a year rarely pays back.

Check the number before you build

Add up how many hours a month the task takes across your team, then compare a year of that time with the price of a fixed-price build. If you are not sure of the hours, that is what an assessment is for. You can try the admin cost calculator for a rough starting point, or get in touch.

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