Transport and delivery software demos are designed to impress. The questions below are designed to find out what happens after the demo, when your real orders, real drivers and real exceptions arrive.

1. Can it connect to the ERP and carriers you already use?

And who maintains those connectors when either side changes? A connector nobody owns is a future outage.

2. Does it handle your real vehicles and windows?

Tail-lifts, cranes, pantechs, morning and midday windows. Ask to see your hardest day planned, not a demo route.

3. What does the driver actually see?

Ask a driver to try the app. If it takes more than a minute to complete a delivery, it won’t be used properly.

4. Where does proof of delivery go?

If photos and signatures don’t reach the order and the invoice, you have bought a camera, not a system.

5. Who do you call when it breaks?

The support model matters more than the feature list.

Ask who answers, how fast, and whether they know your setup. A local team that knows your integration is worth more than a long list of features you will never switch on.