Yes, Kinda, Maybe ...
I like options, and I like different guns and different calibers just to keep things interesting. BUT...
I reload everything, and I have a lot of different components and supplies on the shelf - I try to buy in bulk to save costs, but that runs into some real money! So I tend to stay with the same family of calibers I have found fit my needs - I am sometimes tempted to try a new one, but resist it unless I am sure there seems to be some overriding benefit to outweigh the additional costs for setting up reloading in a totally new option.
For handguns, that generally keeps me focused on .38/.357, .40, and .44 - lots of options in those sizes!