The Fibaro Roller Shutter is not officially supported (see: List of Compatible Devices - Hubitat Documentation), but if it's Z-Wave, it's likely to work with one of the generic drivers. It is my understanding that there are a few different generations of these, and your luck my vary. If you have the v2, people appear to have had luck with this driver ported from SmartThings: Z Wave Poller on Fibaro Roller Shutter 2.
Your second question is definitely possible, assuming your switch can be controlled by Hubitat (as usual, Z-Wave and Zigbee work best here, but any supported device--or one you're comfortable using a community or generic driver for if not officially supported--will work). Rule Machine allows you to create pretty much any automation you can think of, and what you're asking would certainly be possible. I think some people have created custom apps for the same. ("Apps" in Hubitat are basically automation templates; Hubitat has lots of ones built available for things like motion/timed lighting, "regular" thermostat scheduling, and more. You can use RM to cover anything these can't, or you can write or use a custom app yourself--programming knowledge required, which is why RM exists instead--or use one others have written if you trust their code.)
