I'm running an ASP.NET service on IIS8 and I'm running into an error I wasn't expecting.
When fed a URL like
example.com/144/299/322/400/511/622/733/844/977/101/119/127/130/144/153/162/172/183/195/207/210/221/235/242/255/261/274/287/296/304/314/326 (32 levels deep) it is perfectly happy.
example.com/144/299/322/400/511/622/733/844/977/101/119/127/130/144/153/162/172/183/195/207/210/221/235/242/255/261/274/287/296/304/314/326/335 (33 levels deep) gets me an IIS error. I can remove the final slash and add more characters, so it's not a URL length limitation.
The IIS error information is not terribly useful:
And all my Googling has led me to believe that no one else has ever run into this limit, which seems strange and unlikely so I'm guessing that I am using entirely incorrect terminology.
The default Maximum Url Segments limit in IIS 8 is defined as 32. Anything longer will return an error.
The link below will assist you in finding and updating this setting for whatever is appropriate for your site.