I will admit that Regex and I do not speak anymore. In fact, even when we did it was never a really nice conversation and sometimes ended in me cursing and/or leaving the room. If you have had this same experience when creating custom routes in ASP.NET MVC then you know what I'm talking about. IRouteConstraint IRouteConstraint has been around for some time in MVC, but it is also available in Web API too because of course it is based on the same stack for routing. Undoubtedly, the most difficult part of routes is debugging or getting the Regex right. I recently re-lived this experience when having to create a custom API route for a project something...
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