There is a lot to unpack here. However, Stellantis made this a bit easier for me to navigate their strategy through the slogans that goes with each brand. The slogan is the messenger for what exactly they plan for each brand. Some of them are too tasty to read. Others fit what they are doing already or plan to do in the future.
The Nuovo Cinquecento was an interesting piece of automotive culture. It's arrival into the European market in 2007 sparked a revival for the brand with its retro design onto a modern platform. Fiat was turning around and creating better vehicles for the markets it served by that time. The 500 was indeed the one layer of the cake that truly made it great.