In general, we do not encourage what you are thinking: in my experience, over 99% of all ineligible sites could not be made eligible for listing.
I'd say look at the BEST (most content-rich) 10% of sites in the category. If you have enough content (UNIQUE content, that is, information not available elsewhere on the web in any form) to rank with those sites, then resubmitting is not unreasonable.
I emphasize "unique content." If it's a business site, then no other site on the web should describe that business. ALSO, if it's offering goods or services, they should be not available elsewhere. (Any real businessman will be able to tell you what unique good or service he offers. Just make sure it's on the website.) Advertising other people's goods or services -- just say no.
If it's offering information, make sure the information isn't available elsewhere. It's not good enough to rephrase someone else's language -- it should make a contribution to the sum of human knowledge or experience: it should be what you know or have done (or a representation of what someone else knew, but hadn't yet put on the internet. (for example: original poetry -- OK; transcribed text of nineteenth-century poets -- great; personal comments on favorite poems -- OK; recycled poems cribbed off other internet sites -- just say no.)