Do you like to transplant when the soil is wet or dry?

Dry. Only Dry.
Back when I used to transplant anyway.

With wet soil it's a soggy drippy gloopy mess.

 

Not wet not dry - moist enough to keep the soil together
I dont really transplant anymore except from my hydrocloner to the 5gal felt - and then I use moist soil again not too wet not too dry

 

Just barely moist! I'm adamant!
You don't want a heavy root ball...
and you don't want the root ball to separate.

 

Wet with all sorts of plants. When transplanting you end up breaking so called root hair, which means for a while the plant does not have as much surface to take in water. That's why roots need to be in wet/moist soil until the roots recover. Been transplanting dozens of different plants for about 40 years. Never harmed a single plant with my method.

 

On the drier side but not completely dry. Like if it was the day I would typically water the plant, which I never allow my soil to completely dry growing organically
. Transplant, water in.
I only do 1 transplant solo cup to final container.