Winding looks like one skill from the outside, but shops judge you on a stack of them. Start with the hand work and basic meter checks that let a lead trust you at the bench. The diagnosis and quoting side comes later, once you've seen enough failed motors to know what they're telling you.
Wound motors and did testing.
Took data on and rewound 90+ random-wound AC stators up to 200 HP, running surge and hipot tests on each before VPI and passing final inspection on the first try.
Learn to clean cores and use a megohmmeter well, then ask to help take winding data on every teardown. Data is the skill that separates a winder from a helper, and you can practise it long before anyone lets you insert coils.
You can practise on small scrap motors to learn stripping, counting turns and soldering leads. Real coil insertion, varnish and testing need shop equipment, so treat home practice as a way to show interest, not as a substitute for bench time.
Short courses from motor repair industry groups and technical schools can help with theory, redesign math and testing. They're most useful once you're already in a shop and can apply them the next day.
Most winders find DC armatures harder because commutator connections, equalizers and brush setup add more ways to get it wrong. Many shops start new winders on small AC stators for that reason. Once you can wind those cleanly and pass your own surge tests, ask to shadow the next DC armature that comes through the door, even if you're only turning the commutator.