Upscale and With-it

Upscale adjective - Appealing to affluent consumers.

With-it and upscale are semantically related. In some cases you can use "With-it" instead an adjective "Upscale".

With-it adjective - Keenly aware of and responsive to the latest developments especially in fashion and entertainment.

Upscale and with-it are semantically related. Sometimes you can use "Upscale" instead an adjective phrase "With-it".