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Cross-selling and upselling: what to offer, and when

Cross-selling offers the thing that goes with it. Upselling offers the better version of it. Both work when they solve a problem the customer's about to have.

023Cross-Sell and Upsell Emails
Emails designed to maximise the value of a purchase by recommending complementary products (cross-sell) or higher-value alternatives (upsell). These emails can be triggered post-purchase, during the checkout process, or as part of ongoing campaigns. For example, a customer who buys running shoes might be offered socks or a premium shoe care kit. Highlighting how these additional products enhance the customer’s initial purchase creates a compelling reason to buy more.
143Upselling
A sales technique where a seller encourages the customer to purchase more expensive items, upgrades, or additional products to increase the overall purchase value.
Seven Thermos flasks, food jars and travel mugs lined up against a red and white ground
Cross-sell
The product that completes what they bought
Upsell
A bigger size, a better version, or a bundle
Best moments
Product page and cart for upsells, after delivery for cross-sells
Measured by
Order value and second orders, at margin

Cross-sell or upsell, and where each one belongs

Somebody buys a coffee grinder. Beans and filters are the cross-sell. The better grinder, or the grinder with a bag of beans bundled in, is the upsell. One adds to the order, the other changes it.

WhereWhat usually fitsWatch out for
Product pageThe upsell: bigger size, bundle, better versionBurying add to cart under options
CartA small add-on that tips the order over free deliveryAnything that gets in the way of checkout
Email after deliveryThe cross-sell: what goes with what they boughtSending it before the first thing arrives

Time the cross-sell to the product, not the order date

The best moment for a cross-sell email is once the first thing has arrived and been used. Somebody who's just started using the grinder is thinking about beans. Somebody whose grinder is still in a van isn't thinking about anything you sell.

Map the pairs product by product, not from a bestsellers feed, and never recommend what they already own. Then let the emails stop the moment they buy the partner product. That's the logic of the cross sell flow, and it's personalisation doing a job you can measure.

When an upsell costs you the customer

An upsell lands when it's better value for the customer. The bigger size that works out cheaper per use, the spare filter they'll need soon, the bundle that saves a second delivery. It grates when it's just a dearer thing pushed at somebody who chose on price.

Watch the stacking too. An offer on the product page, another in the cart and a third after payment feels like being followed round a shop. And judge upsells on margin and second orders, not order value alone. A bundle that lifts the basket and stops people coming back has lost you money.

FAQs

FAQs

Two matt black Thermos flasks standing against a red brick wall
What's the difference between a cross-sell and an upsell?

A cross-sell suggests something to buy alongside, like the case for the phone. An upsell suggests something bigger or better instead, like the phone with more storage. In email, cross-sells mostly come after the order and upsells mostly before it, while the decision's still open.

How soon after an order should a cross-sell email go out?

After the first product has arrived and been used, not the day it's dispatched. For something people use up, that's often a few weeks in. For something that lasts, it's when the natural next item becomes useful. Time it from delivery if your shipping data allows, and stop the emails as soon as they buy the pair.

Should cross-sell emails include a discount?

Not by default. Lead with why the products belong together, because that's the reason to buy. If you add an offer, keep it for the last email in the sequence and size it against your margin on the add-on, so a sequence meant to raise order value doesn't quietly lower profit.

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