I recall often writing things down only to look at what I wrote and not being able to read it. In highschool, I had a teacher who would not accept my homework assignment, saying it wasn't legible. I quickly redid it, just copying it. It wasn't a masterpiece, but you could clearly read it. He rejected it again. I said "fuck it, I guess I'm not turning in this homework."
Anyway, penmanship never even crosses my mind in any programming kind of way. In programming in general, it really has no significance.
Three areas spring to mind where penmanship could play an important part in an IT career.
1. Pen-based tablet applications.
2. Blender including addons and its commercial equivalents.
3. Character recognition - AI even.
1. Pen-based tablet applications would not care about penmanship, likely because they're going to implement an already coded writing recognition add-on, code, whatever. It's doubtful that every program that wants to have a writing feature is going to implement it's own thing every time. Even the built-in messaging apps have features that allow you to write with your finger/stylus - it's not unimaginable that this is a feature that an application can make use of since it's already on the phone.
3. This is very specific, in that someone is trying to code and application or a specific functionality which is directly concerned with penmanship. If I asked you, "what does sex mean to you in terms of programming," and you tell me "animated porn," it really has little to do with the programming itself. We're not talking about the realm of programming in general, but instead getting into specifics which don't directly relate to programming.