All questions regarding mapmaking for Heroes of Might and Magic 3: The Shadow of Death.

Regarding the first question, if I understand it correctly, I still think it's best to choose a hero with the desired specialization (because you can't change it to another in the editor), and then change the name and portrait to the desired ones. The hero's race and class (warrior/mage) may also be important, as some hero classes cannot acquire certain secondary skills (a ranger won't learn fire magic, a barbarian won't learn water magic... more details can be found in the "Physics and Mathematics Guide"). You can take a portrait from the game's gallery, and there is also a way to create your own portraits by adding them to the game's files folder, but you need to know how (the method is described in one of the fan-made "Heroes" magazines).