Choosing the right option - 3 devices

I am trying to find the right KVM for me and I might be overthinking this. I had ordered one and was having issues with it. I don’t think there was anything wrong with it but with all of my cabling and the devices. I was coming up on two weeks of travel so I needed to send it back to not miss the return window in case my desires aren’t even possible.

I made a diagram of what I have running here and I need to figure out the right option to purchase and anything I should change.

All of the peripherals can be USB-A via an adapter cable if that is necessary. I have a little Anker USB-C monitor as well if that helps.

Help me spend the right amount of money on the right device!

That should say USB-C hub not monitor.