From what I recall CQ5 has some typekit integration, was wondering if anyone knows if sitecore supplies any sort of type rendering system, or if there are any best practices / convenient aps or methods for font rendering in sitecore?
No, the front-end for modern Sitecore is typically either ASP.Net Web Forms or ASP.Net MVC. You'd use the same methods for delivering anything related to the front-end as you would with either of those two frameworks.
Recently I've been using System.Web.Optimization, but I've also had good experiences with using NodeJS as a build system to use Bower for front-end dependencies for similar content management systems and I think that would also work well with Sitecore.