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.

It can help, but you will need more than this. It is worth it just for the support that is not just limited to their products!