Up on and With-it

Up on adjective - Being up to particular standard or level especially in being up to date in knowledge.

With-it and up on are semantically related. In some cases you can use "With-it" instead an adjective "Up on".

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

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