After a week of ownership and testing I have found that linking the Influx to the Calypso is the way to go. It's super easy to pull through both, unlike most of the other linked setups I've tried (essentially all the pipes I own have been linked together at some point. I have a huge fittings collection and always have ideas for funky configs.)
Something interesting: despite being first in the loop, the Influx stays cleaner longer. I was running an Envy Glass Pop Rocks frit UFO style perc on my Influx before and both got super dirty super fast. Gunk build-up everywhere. With that gone and the Calypso as the pipe I draw from and the Influx as the one the Nano is on, gunk seems to build up on the top of the drain tube from the water line to the top of the curve on the Calypso after a few days. The Influx stays clean for an entire weak, then gunk appears on the top of its drain tube and walls closest to it. It became slightly cloudy above the water line on Thursday, but visible gunk only appeared today. There's no bits in my water either. Previous setup would fill with little bits of flower.
Very happy with my purchase.