This will be my first time overwintering these types of plants. I have a little Caladium of some kind, a large Alocasia 'Sumo', and an Alocasia Stingray.

1. Alocasia 'Sumo'
This one's been outside all summer and fall so far. We've been dropping to the 40s and high 30s lately and it's still out there. It still looks happy out there, but I'm looking to bring it in soon. What's my best option for this? It's a huge plant in a very heavy pot, so isn't super easy to move around.
Should I attempt to bring the whole thing inside, or wait for the leaves to begin to die back and dig up the tuber? When should I do this?

2. Alocasia Stingray
This one was living indoors for the summer. The leaves recently died off and all that's left is a tiny leaf in the center. Is there a way to tell if it's either dying, or just getting ready for winter? Can I leave the tuber in the pot for winter, or should I dig it out?

3. Caladium
Same as the Stingray. Also indoors, and leaves have entirely died back at this point. Dead? Wintering? Dig up tuber or leave it in the pot?

Thank you for your advice! I'm still learning when it comes to Aroids.

Most alocasia will go dormant in the winter unless you can give them a lot of artificial light. Its best to just let them go down, keep the pot in a warm dry place, do not water it (or you may rot the tubers) and put them back out in spring. Or maybe summer there? When night time temps are adobe 50F.

Caladiums have a natural dormancy period. There is no way to really keep them up past their time. Here, where they are planted in the ground and left, the tubers will actually decrease and die off. If we dig them out (no one does because they are so common here) they can be stored dry and replanted. You could try taking them out of the container and storing them in a cool dry place in a paper bag