I like obhttpd and would like to migrate to it eventually. Cool project!
I also highly recommend Michael W Lucas’s book Relayd & Httpd Mastery.
Example: Let's say I want to generate an RTF doc for a power of attorney. I'll tell Apache via .htaccess to treat .rtf documents in that directory as CGI scripts. poa.rtf then is a Python script to process the QUERY_STRING or POST parameters into an RTF template and spit it out. End result is that browser requests poa.rtf and gets a file called poa.rtf -- generated on the fly.
Do you have an idea how you'd accomplish the same trickery in obhttpd? I guess you'd have to have the per-directory config in the main config file?