There are several articles (including https://stackoverflow.com/questions/51057533/url-rewrite-iis-and-wordpress) that suggest the rewriting support is adequate to provide the Pretty behaviour.

Is this intended to be non-functional, or is my instance poorly configured?

This is not a support question as I will tolerate the lack of true rewriting. I think the documentation should indicate where the system behaves differently to the documentation to avoid the support overhead.

Require all denied

Order deny,allow
Deny from all

ServerSignature Off
LimitRequestBody 10485760

Require all denied

Order deny,allow
Deny from all

#AIOWPS_BASIC_HTACCESS_RULES_END
#AIOWPS_PINGBACK_HTACCESS_RULES_START

Require all denied

Order deny,allow
Deny from all

#AIOWPS_PINGBACK_HTACCESS_RULES_END
#AIOWPS_DEBUG_LOG_BLOCK_HTACCESS_RULES_START

Require all denied

Order deny,allow
Deny from all

#AIOWPS_DEBUG_LOG_BLOCK_HTACCESS_RULES_END
# END All In One WP Security

RewriteEngine On
RewriteCond %{HTTP_HOST} business-ray\.com [NC]
RewriteCond %{SERVER_PORT} 80
RewriteRule ^(.*)$ https://business-ray.com/$1 [R,L]

#Please Note: Optimized WordPress is a Managed Platform offering, and this file has been configured to work under this managed platform. Changes to this file are not recommended and may impact our ability to provide support for your WordPress site.##

# BEGIN WPSuperCache

RewriteEngine On
RewriteBase /
#If you serve pages from behind a proxy you may want to change ‘RewriteCond %{HTTPS} on’ to something more sensible
AddDefaultCharset UTF-8
RewriteCond %{REQUEST_URI} !^.*[^/]$
RewriteCond %{REQUEST_URI} !^.*//.*$
RewriteCond %{REQUEST_METHOD} !POST
RewriteCond %{QUERY_STRING} !.*=.*
RewriteCond %{HTTP:Cookie} !^.*(comment_author_|wordpress_logged_in|wp-postpass_).*$
RewriteCond %{HTTP:X-Wap-Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTP:Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTP:Accept-Encoding} gzip
RewriteCond %{HTTPS} on
RewriteCond %{DOCUMENT_ROOT}/wp-content/cache/supercache/%{SERVER_NAME}/$1/index-https.html.gz -f
RewriteRule ^(.*) “/wp-content/cache/supercache/%{SERVER_NAME}/$1/index-https.html.gz” [L]

RewriteCond %{REQUEST_URI} !^.*[^/]$
RewriteCond %{REQUEST_URI} !^.*//.*$
RewriteCond %{REQUEST_METHOD} !POST
RewriteCond %{QUERY_STRING} !.*=.*
RewriteCond %{HTTP:Cookie} !^.*(comment_author_|wordpress_logged_in|wp-postpass_).*$
RewriteCond %{HTTP:X-Wap-Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTP:Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTP:Accept-Encoding} gzip
RewriteCond %{HTTPS} !on
RewriteCond %{DOCUMENT_ROOT}/wp-content/cache/supercache/%{SERVER_NAME}/$1/index.html.gz -f
RewriteRule ^(.*) “/wp-content/cache/supercache/%{SERVER_NAME}/$1/index.html.gz” [L]

RewriteCond %{REQUEST_URI} !^.*[^/]$
RewriteCond %{REQUEST_URI} !^.*//.*$
RewriteCond %{REQUEST_METHOD} !POST
RewriteCond %{QUERY_STRING} !.*=.*
RewriteCond %{HTTP:Cookie} !^.*(comment_author_|wordpress_logged_in|wp-postpass_).*$
RewriteCond %{HTTP:X-Wap-Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTP:Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTPS} on
RewriteCond %{DOCUMENT_ROOT}/wp-content/cache/supercache/%{SERVER_NAME}/$1/index-https.html -f
RewriteRule ^(.*) “/wp-content/cache/supercache/%{SERVER_NAME}/$1/index-https.html” [L]

RewriteCond %{REQUEST_URI} !^.*[^/]$
RewriteCond %{REQUEST_URI} !^.*//.*$
RewriteCond %{REQUEST_METHOD} !POST
RewriteCond %{QUERY_STRING} !.*=.*
RewriteCond %{HTTP:Cookie} !^.*(comment_author_|wordpress_logged_in|wp-postpass_).*$
RewriteCond %{HTTP:X-Wap-Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTP:Profile} !^[a-z0-9\”]+ [NC]
RewriteCond %{HTTPS} !on
RewriteCond %{DOCUMENT_ROOT}/wp-content/cache/supercache/%{SERVER_NAME}/$1/index.html -f
RewriteRule ^(.*) “/wp-content/cache/supercache/%{SERVER_NAME}/$1/index.html” [L]

# END WPSuperCache

# BEGIN WordPress
# The directives (lines) between “BEGIN WordPress” and “END WordPress” are
# dynamically generated, and should only be modified via WordPress filters.
# Any changes to the directives between these markers will be overwritten.

RewriteEngine On
RewriteRule .* – [E=HTTP_AUTHORIZATION:%{HTTP:Authorization}]
RewriteBase /
RewriteRule ^index\.php$ – [L]
RewriteCond %{REQUEST_FILENAME} !-f
RewriteCond %{REQUEST_FILENAME} !-d
RewriteRule . /index.php [L]

# END WordPress

# php — BEGIN cPanel-generated handler, do not edit
# Set the “ea-php74” package as the default “PHP” programming language.

AddHandler application/x-httpd-ea-php74___lsphp .php .php7 .phtml

# php — END cPanel-generated handler, do not edit

# Begin AIOWPSEC Firewall

php_value auto_prepend_file ‘/home2/wamreqypq6j9/public_html/aios-bootstrap.php’

php_value auto_prepend_file ‘/home2/wamreqypq6j9/public_html/aios-bootstrap.php’

php_value auto_prepend_file ‘/home2/wamreqypq6j9/public_html/aios-bootstrap.php’

# End AIOWPSEC Firewall

—
Chris

I have a menu:

Home
Game
– Rules
– Jargon
– Etiquette
Jokes
– Long
– Short
Blog
About
– About this blog
– About the author
– Contact us

And would like the permalink of the pages in the sub-directories to go like this:

mygolfdiaries.com/game/jargon

or

mygolfdiaries.com/jokes/long

So far I can’t get the permalink to set up in that way, all I managed to accomplish was:

mygolfdiaries.com/jokes-long/

Is what I’m asking possible, and if so, please let me know how to do it.

Thanks,

Fonzie