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Gary, GIMP does Map .. Map to Object, Cylinder for free.

CSS involves slicing and 3D transforms.

In Xara you could manually slice an image. Possibly set up Live Copies so to be able to drop...

Egg, I just re-"discovered" that you can nest Moulds and keep everything editable:

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Acorn

I did like the application of the Blend to profile a shape.

Acorn

Xara Designer Pro has Live Copies so a Text Object can have a Mould applied and the external copy changed, similar to what you demonstrated.
The original Text can be SmartText as well so there are a...

Nope. I doubt I can help you much.

Xara is a vector package first off and so Photoshop techniques won't go far.

What you are asking for is basic. Adding moulded text to a shape.
There are...

Harry :-O

At the level of providing images with text that has been added to reflect the client's brand text - yes.
Ditto, to include the client's logo, brand colours, presentation size, different...