diff --git a/www/caddy-custom/Makefile b/www/caddy-custom/Makefile
index f109883f308b..3ea4877b837c 100644
--- a/www/caddy-custom/Makefile
+++ b/www/caddy-custom/Makefile
@@ -1,49 +1,49 @@
 # READ pkg-descr FOR INSTRUCTIONS!
 # This port will NOT build in poudriere without (simple) manual
 # intervention.
 
 PORTNAME=	caddy-custom
 PORTVERSION=	${CADDY_VERSION}.${XCADDY_VERSION}
-PORTREVISION=	9
+PORTREVISION=	10
 CATEGORIES=	www
 DISTFILES=	# none
 
 MAINTAINER=	adamw@FreeBSD.org
 COMMENT=	Caddy (www/caddy) with customized plugins
 WWW=		https://caddyserver.com
 
 LICENSE=	APACHE20
 
 BUILD_DEPENDS=	xcaddy:www/xcaddy
 
 USES=		go:no_targets
 
 NO_PACKAGE=	Requires network access (see pkg-descr)
 
 CONFLICTS_INSTALL=	caddy
 
 USE_RC_SUBR=	caddy
 SUB_FILES=	caddy
 
 PLIST_FILES=	bin/caddy
 
 CADDY_VERSION!=	${MAKE} -C ${.CURDIR}/../caddy  -V '$${DISTVERSION}.$${PORTREVISION}'
 XCADDY_VERSION!=${MAKE} -C ${.CURDIR}/../xcaddy -V '$${DISTVERSION}.$${PORTREVISION}'
 
 .for plugin in ${CADDY_CUSTOM_PLUGINS}
 PLUGINS+=	--with ${plugin}
 .endfor
 
 XCADDY_GO_BUILD_FLAGS?=	${GO_BUILDFLAGS}
 
 XCADDY_ENV+=	XCADDY_WHICH_GO="${GO_CMD}" \
 		XCADDY_GO_BUILD_FLAGS="${XCADDY_GO_BUILD_FLAGS}"
 
 do-build:
 	${MKDIR} ${WRKSRC}
 	cd ${WRKSRC} && ${XCADDY_ENV} ${LOCALBASE}/bin/xcaddy build ${PLUGINS}
 
 do-install:
 	${INSTALL_PROGRAM} ${WRKSRC}/caddy ${STAGEDIR}${PREFIX}/bin
 
 .include <bsd.port.mk>
diff --git a/www/caddy-custom/files/caddy.in b/www/caddy-custom/files/caddy.in
index 7ce2aea7e21b..ac1098bcd130 100644
--- a/www/caddy-custom/files/caddy.in
+++ b/www/caddy-custom/files/caddy.in
@@ -1,134 +1,164 @@
 #!/bin/sh
 
 # PROVIDE: caddy
 # REQUIRE: LOGIN DAEMON NETWORKING
 # KEYWORD: shutdown
 
-# To enable caddy, add 'caddy_enable="YES"' to /etc/rc.conf or
-# /etc/rc.conf.local
+# To enable caddy:
+#
+# - Edit %%PREVIX%%/etc/caddy/Caddyfile
+#   See https://caddyserver.com/docs/
+# - Run 'service enable caddy'
+#
+# Note while Caddy currently defaults to running as root:wheel, it is strongly
+# recommended to run the server as an unprivileged user, such as www:www.
+#
+# - Use security/portacl-rc to enable privileged port binding:
+#
+#   # pkg install security/portacl-rc
+#   # sysrc portacl_users+=www
+#   # sysrc portacl_user_www_tcp="http https"
+#   # sysrc portacl_user_www_udp="https"
+#   # service portacl enable
+#   # service portacl start
+#
+# - Configure caddy to run as www:www
+#
+#   # sysrc caddy_user=www caddy_group=www
+#
+# - Note if Caddy has been started as root previously, files in
+#   /var/log/caddy, /var/db/caddy, and /var/run/caddy may require their ownership
+#   changing manually.
 
 # Optional settings:
 # caddy_command (string):     Full path to the caddy binary
 # caddy_config (string):      Full path to caddy config file
 #                             (%%PREFIX%%/etc/caddy/Caddyfile)
 # caddy_adapter (string):     Config adapter type (caddyfile)
+# caddy_admin (string):       Default administration endpoint
+#                             (unix//var/run/caddy/caddy.sock)
 # caddy_directory (string):   Root for caddy storage (ACME certs, etc.)
 #                             (/var/db/caddy)
 # caddy_extra_flags (string): Extra flags passed to caddy start
 # caddy_logdir (string):      Where caddy logs are stored
 #                             (/var/log/caddy)
 # caddy_logfile (string):     Location of process log (${caddy_logdir}/caddy.log)
 #                             This is for startup/shutdown/error messages.
 #                             To create an access log, see:
 #                             https://caddyserver.com/docs/caddyfile/directives/log
 # caddy_user (user):          User to run caddy (root)
 # caddy_group (group):        Group to run caddy (wheel)
 #
 # This script will honor XDG_CONFIG_HOME/XDG_DATA_HOME. Caddy will create a
 # .../caddy subdir in each of those. By default, they are subdirs of /var/db/caddy.
 # See https://caddyserver.com/docs/conventions#data-directory
 
 . /etc/rc.subr
 
 name=caddy
 rcvar=caddy_enable
 desc="Powerful, enterprise-ready, open source web server with automatic HTTPS written in Go"
 
 load_rc_config $name
 
 # Defaults
 : ${caddy_enable:=NO}
 : ${caddy_adapter:=caddyfile}
-: ${caddy_config:="%%PREFIX%%/etc/caddy/Caddyfile"}
+: ${caddy_config:="%%PREFIX%%/etc/${name}/Caddyfile"}
+: ${caddy_admin:="unix//var/run/${name}/${name}.sock"}
 : ${caddy_command:="%%PREFIX%%/bin/${name}"}
-: ${caddy_directory:=/var/db/caddy}
+: ${caddy_directory:="/var/db/${name}"}
 : ${caddy_extra_flags:=""}
 : ${caddy_logdir:="/var/log/${name}"}
 : ${caddy_logfile:="${caddy_logdir}/${name}.log"}
 : ${caddy_user:="root"}
 : ${caddy_group:="wheel"}
 
 # Config and base directories
 : ${XDG_CONFIG_HOME:="${caddy_directory}/config"}
 : ${XDG_DATA_HOME:="${caddy_directory}/data"}
 export XDG_CONFIG_HOME XDG_DATA_HOME
 
+# Default admin interface
+export CADDY_ADMIN="${caddy_admin}"
+
 command="${caddy_command}"
 pidfile="/var/run/${name}/${name}.pid"
 
 required_files="${caddy_config} ${caddy_command}"
 
 start_precmd="caddy_precmd"
 start_cmd="caddy_start"
 stop_precmd="caddy_prestop"
 
 # JSON is the native format, so there is no "adapter" for it
 if [ "${caddy_adapter}" = "json" ]; then
     caddy_flags="--config ${caddy_config}"
 else
     caddy_flags="--config ${caddy_config} --adapter ${caddy_adapter}"
 fi
 
 # Extra Commands
-extra_commands="configtest reload"
+extra_commands="configtest reload reloadssl"
 configtest_cmd="caddy_execute validate ${caddy_flags}"
 reload_cmd="caddy_execute reload ${caddy_flags}"
+reloadssl_cmd="caddy_execute reload --force ${caddy_flags}"
 
 caddy_execute()
 {
     /usr/bin/su -m "${caddy_user}" -c "${caddy_command} $*"
 }
 
 caddy_precmd()
 {
     # Create required directories and set permissions
     /usr/bin/install -d -m 755 -o "${caddy_user}" -g "${caddy_group}" ${caddy_directory}
     /usr/bin/install -d -m 700 -o "${caddy_user}" -g "${caddy_group}" ${caddy_directory}/config
     /usr/bin/install -d -m 700 -o "${caddy_user}" -g "${caddy_group}" ${caddy_directory}/data
     /usr/bin/install -d -m 755 -o "${caddy_user}" -g "${caddy_group}" ${caddy_logdir}
     /usr/bin/install -d -m 700 -o "${caddy_user}" -g "${caddy_group}" /var/run/caddy
     if [ -e ${caddy_logfile} ]; then
         /bin/chmod 644 ${caddy_logfile}
         /usr/sbin/chown root:wheel ${caddy_logfile}
     else
         /usr/bin/install -m 644 -o root -g wheel /dev/null ${caddy_logfile}
     fi
 }
 
 caddy_start()
 {
     echo -n "Starting caddy... "
     /usr/bin/su -m ${caddy_user} -c "${caddy_command} start ${caddy_flags} \
         ${caddy_extra_flags} --pidfile ${pidfile}" >> ${caddy_logfile} 2>&1
     if [ $? -eq 0 ] && ps -ax -o pid | grep -q "$(cat ${pidfile})"; then
         echo "done"
         echo "Log: ${caddy_logfile}"
     else
         echo "Error: Caddy failed to start"
         echo "Check the caddy log: ${caddy_logfile}"
     fi
 }
 
 caddy_prestop()
 {
     local result
 
     echo -n "Stopping caddy... "
 
-    result="$(caddy_execute stop 2>&1)"
+    result="$(caddy_execute stop ${caddy_flags} 2>&1)"
     if [ ${?} -eq 0 ]; then
         echo "done"
         exit 0
     else
         if echo "${result}" | grep -q "connection refused"; then
             echo "admin interface unavailable; using pidfile"
             return 0
         else
             echo "Error: Unable to stop caddy"
             echo "Check the caddy log: ${caddy_logfile}"
             return 1
         fi
     fi
 }
 
 run_rc_command "$1"