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What Should You Automate With AI First?

Leaders usually automate the loudest complaint, not the best opportunity. Here's a simple way to sequence AI automation for fastest ROI.

August 27, 2026
5 min read
Helena Turpin
CEO and Co-Founder
What Should You Automate With AI First?
5 second summary
  • Start with high-volume, low-judgment work — not the loudest complaint or the most "AI-ready" looking task. Volume and judgment are the only two variables that predict a fast, safe win. Everything else is noise.
  • Sequencing matters more than picking the "right" project. A clean first win on something repetitive and unambiguous buys organisational trust for harder work later. An ambitious, judgment-heavy first project that stumbles can set the entire initiative back months.
  • Role-level thinking breaks the framework. "Customer service" isn't a task — it's a mix of high-volume password resets and high-judgment complaint handling. You need task-level data to know what you're actually automating, otherwise you either miss easy wins buried in "safe" roles or automate the wrong things inside ones that look automatable from the outside.
  • Automate the highest-volume, lowest-judgment work first, regardless of which department it sits in. Not the task people complain about loudest, not the one that looks most "AI-ready" on the surface, and not whichever department happens to have the most vocal advocate for AI adoption. Volume and judgment are the two variables that actually predict a fast, safe win. Everything else is noise.

    Why the obvious answer is usually wrong

    Most businesses default to one of two starting points: automate whatever's most annoying, or automate whatever's most visible to leadership. Both feel intuitive. Both usually produce a slow, expensive first project that either doesn't work well or works but doesn't move any number anyone cares about.

    The problem is that "annoying" and "visible" aren't the same as "automatable." A task can be miserable and still require enough judgment that automating it half-badly is worse than not automating it at all. Meanwhile, the actual best candidates (repetitive, high-volume, low-ambiguity work) often sit quietly in the background because nobody's complaining about them. They're just... done, over and over, by someone who's stopped noticing how repetitive it is.

    A simple way to sequence it

    This is also where the distinction we've covered before between automation and augmentation matters: not everything you sequence here needs to remove a human from the task entirely. Score candidate tasks on two axes:

    • Volume: how often does this happen? Daily, weekly, a handful of times a year?
    • Judgment required: does this need real discretion, relationship context, or handling of ambiguity, or is it the same decision every time?

    High volume + low judgment is your starting list. It's where automation is most reliable, fastest to prove out, and least likely to create a visible failure that sours the rest of the organisation on AI.

    Everything high-judgment, regardless of volume, should wait. Not forever. Just until you've got a track record of small wins to build trust and process around.

    Why sequencing matters more than picking "the right" project

    The first automation project a business runs sets the tone for every one after it. Pick something high-volume and low-judgment, and it works cleanly, quickly, and visibly, which buys you permission to tackle harder, more judgment-heavy work later with organisational goodwill intact.

    Pick something ambitious and judgment-heavy first because it looked more impressive on a slide, and a rocky rollout there can set the whole initiative back months, regardless of how well the underlying tool actually works.

    Where this breaks down without task-level data

    As we go into more depth in Task Level Analysis for HR and Business Leaders, the volume-versus-judgment framework only works if you actually know what your teams are spending time on at the task level, not the role level. "Customer service" isn't a task. It's a job title covering a mix of high-volume password resets and high-judgment complaint de-escalation. Automate at the role level and you'll either automate too conservatively (missing the easy wins buried in a "safe" role) or too aggressively (automating the judgment calls inside a role that looks automatable from the outside).

    GoFIGR's AI Impact Assessment breaks this down at the task level across your whole business, so the volume-and-judgment sequencing above is based on what people actually do, not a guess dressed up as a strategy.

    Helena Turpin
    CEO and Co-Founder

    Helena Turpin spent 20 years in talent and HR innovation where she solved people-related problems using data and technology. She left corporate life to create GoFIGR where she helps mid-sized organizations to develop and retain their people by connecting employee skills and aspirations to internal opportunities like projects, mentorship and learning.

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