They are a perfect companion to help you with many aspects related to running WordPress sites & portals. Their support is excellent for "basic" issues you may have regarding design or standard-functionalities. You get the most out of a membership if you run multiple WordPress-sites.
If you only run a single site with a rather advanced feature like a dating site, this membership might be a bit overkill, because you will need the skills of an experienced developer or support of the premium plugins that you will need to setup a dating-site with WordPress. You should try to setup your dating-site and configure and modify as much as possible, then go for a trial membership (they offer 14 days afaik) and prepare to report as many issues as possible in advance.