One thing that sticks out to me is once you get past the overview of what a job entails, you'll probably have a lot of specific questions where Q&A or mentorship with someone that's done the job might be a better fit than a pull-only model.
Instead, I was thinking about encouraging people to include their emails in posts for people who are open to being contacted with questions. What do you think about that?
Maybe offer an intermediary communication method like an anonymous email address for emails for just that post to go through.
And for articles where the author doesn't provide an email address they can be reached at maybe those don't have comment sections as it does now.