I guess it's a typo, but I'd rather say it's ambiguous. Actually the capital D could be in forD, like you thought. It could also be a D after ford: ford D. How one might interpret that partly depends on the length of the pause between "Radford" and "uppercase D". I don't know if that's your own comma or the subtitle's comma, and I don't want to read too much into it.
In any case, I find it hard to imagine that "uppercase D" referred to the first D in raD. If it referred to both, I imagine the speaker saying "uppercase Ds/dees"
This is how I interpret his words
"Radford uppercase D, 329 dollar sign exclamation point"
If the password is in fact
RaDford329$! then I would say
"capital R", "a", "capital D", "f", "o", "r", "d", "3", "2", "9", "dollar sign", "exclamation point"
(Capital or uppercase, it doesn't matter.)
I make the assumption that the letters are lowercase unless otherwise stated. My guess is that's what most people will assume. However, this is not perfect and there are other ways to say it. If you start by saying "capital/uppercase", it might be unclear that it only applies to the letter that immediately follows, not all the subsequent letters. You could also say something like
"rad with a capitial R and a capital D", "ford", "3", "2", "9", "dollar sign", "exclamation point"