When I've asked the mods in the past, the response I've gotten is that it's generally OK to try 3-4 times (over the course of a few weeks) if your post gets no

When I've asked the mods in the past, the response I've gotten is that it's generally OK to try 3-4 times (over the course of a few weeks) if your post gets no comments or upvotes. Truth is, assuming your content is compelling, getting to the front page is very much a matter of luck.