Let's see what we can do.
Edit: the /ask page has some minimal quality filters and, as far as I can tell, there have simply been few posts lately that pass those filters. So this isn't a change in the software, it's a drought of content. I wonder why.
I'll check tomorrow if we can make the stories go back further. They're ranked, so it's not as easy as just ordering them by date. In the meantime, sorry you're not getting enough to read!
Edit 2: Ok, we updated the page to show more Ask HNs. Hope this helps a bit. We also have some ideas for expanding the content further that we'll look into.