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AI in retail personalisation that customers don't find creepy

Recommendations, search and merchandising — the models that lift revenue, and the line between helpful and unsettling.

Ayesha Khan·Design Lead·February 25, 2026·6 min read

Personalisation has a reputation problem because a lot of it is done badly — retargeting a product someone already bought, or demonstrating knowledge the customer never knowingly shared.

Order of return in retail AI

  1. 1

    Fix site search

    Where high-intent customers tell you exactly what they want. Usually poor, usually the biggest win.

  2. 2

    Session-based recommendations

    What they're doing now beats what they did in March — and sidesteps the privacy discomfort.

  3. 3

    Merchandising models

    Demand forecasting and markdown timing move more money than the customer-facing ones.

  4. 4

    Measure incrementally

    Hold out a control group, or you're measuring purchases that would have happened anyway.

Fix search before building recommendations

Site search is where high-intent customers tell you exactly what they want, and on most retail sites it is poor. Semantic search that handles synonyms, misspellings and descriptive queries usually returns more than a recommendation engine, for less work.

Recommend for the session, not the profile

What someone is doing right now beats what they did three months ago. Session-based models also sidestep much of the privacy discomfort, because they are visibly responding to the current visit rather than to a dossier.

The creepiness line

Basis

Helpful
What they did on your site
Unsettling
What you inferred about them elsewhere

Timeframe

Helpful
This session
Unsettling
A dossier going back months

Explanation

Helpful
"Because you viewed X"
Unsettling
No explanation offered

Test

Helpful
They would expect you to know it
Unsettling
They would be surprised you know it

The creepiness line

The rule of thumb that holds up: personalise on what the customer did on your site, be careful with what you inferred, and never surface something they would be surprised you knew. Explaining recommendations — 'because you looked at X' — converts unease into usefulness.

Merchandising is where the margin is

Customer-facing models get the attention; the operational ones move more money — demand forecasting, markdown timing, and detecting emerging trends early enough to buy for them.

Measure incrementally

A recommender that suggests what people would have bought anyway shows excellent click-through and adds nothing. Hold out a control group and measure incremental revenue, or you are measuring your own shadow.

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Written by
Ayesha Khan
Design Lead, DSME Global Links