: Ah well. This serves as a lesson in reading the question thoroughly. :( This answer may have a bit to do with transcribing. There are a few places where you can put periods even if the

@Jennifer354

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Ah well. This serves as a lesson in reading the question thoroughly. :(
This answer may have a bit to do with transcribing. There are a few places where you can put periods even if the person talking may not pause that long.
But the fictional part is of course not useful for transcribing.
Sorry about that! (I'll let it sit if someone ends up here with a question about fictional dialog...)
I know literally nothing about transcribing, so I should probably not answer this question at all.. but here we are...
I think you can replace and, so, etc with periods and new sentences. They are usually things people say to catch their breath and jump to the next thought.
Perhaps you can even add and remove like I'm doing below, but that depends on how transcribing has to adhere to what was actually said (perhaps you just get it all down and the receiver can do more thorough edits, I don't know...)

For pure grammar. You break it into smaller sentences. Here's what I'd do with the beginning of your dialog (i.e. replace sentence glue - and, so, etc with a new sentence):

Now I've edited the whole series all five books. I have seen every single page. I have read every single question and the most recent hundreds, perhaps hundreds of thousands of tips. All to help students use these questions effectively. Now some of these questions are so good that I am jealous that I didn't write them myself. I know it seems, maybe a bit silly but I do love writing really good exam questions. I know I'm biased but these are really, really good practice exam questions...

Fictional, off-topic following:
However, for fiction dialog, you need to do more. Put actions, internal dialog, etc in there to center the dialog in the room and how it's said, and received by the listeners.

"Now I've edited the whole series all five books," said Professor D. The students stared blankly at him. He sighed. "Which means I have seen every single page. I have read every single question," he started pacing back and forth along the blackboard, rolling the chalk between his fingers, "and the most recent hundreds, perhaps hundreds of thousands of tips..." He stopped to consider the students. Maybe the joker who had posted 28 576 internet quotes to the tip line would reveal themselves?

Who is talking? If it's not the POV character, can they keep focus on the whole thing? If you do the long dialog to make a point about the character talking, you might get away with much less:

"Now I've edited the whole series all five books," said Professor D.
John stared out the window, it was a sunny day with a clear blue sky and there he was, listening to the old gasbag again.
"I know," professor D. said.
John flinched and glanced at him. He was not even looking in John's direction.
"...it seems," the Professor continued, "maybe a bit silly but I do love writing..."
Not as much as he loved to talk about it, John was willing to bet. He drew a slow breath. The room felt like it was quickly running out of air. All the while Professor D. was going on about helping his students get better results. Ironic!

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