Plex server doesn't work after update

Plex Media Server Desktops & Laptops
,
7

You can just “pkg install” it the port/package version is still on 1.14.x

If you want to use the port to update, this might help (and its how I updated my local freebsd server):
Diff for the Makefile

--- Makefile-orig 2019-02-03 01:05:16.480657000 +0000
+++ Makefile-new      2019-02-14 22:18:21.441183000 +0000
@@ -2,12 +2,11 @@
 # $FreeBSD: head/multimedia/plexmediaserver/Makefile 487765 2018-12-18 19:21:25Z feld $
 
 PORTNAME=      plexmediaserver
-PORTVERSION?=  1.14.1.5488
-DISTVERSIONSUFFIX?=cc260c476
-PORTREVISION?= 0
+PORTVERSION?=  1.15.0.601
+DISTVERSIONSUFFIX?=14b35e112
 CATEGORIES=    multimedia
 MASTER_SITES=  https://downloads.plex.tv/plex-media-server/${DISTVERSION}-${DISTVERSIONSUFFIX}/
-DISTNAME=      PlexMediaServer-${DISTVERSION}-${DISTVERSIONSUFFIX}-freebsd-${ARCH}
+DISTNAME=      PlexMediaServer-${DISTVERSION}-${DISTVERSIONSUFFIX}-FreeBSD-${ARCH}
 
 MAINTAINER?=   feld@FreeBSD.org
 COMMENT=       Plex Media Server component
@@ -47,11 +46,8 @@
        # binaries don't come pre-stripped
        ${FIND} ${WRKSRC}/Resources -name '*.so' -exec ${STRIP_CMD} {} \+
        ${FIND} ${WRKSRC} ${WRKSRC}/Resources -name 'Plex*' -depth 1 -exec ${STRIP_CMD} {} \+
-       ${FIND} ${WRKSRC} -depth 1 -name 'lib*' -exec ${STRIP_CMD} {} \+
+       ${FIND} ${WRKSRC} -depth 1 -name 'lib/*' -exec ${STRIP_CMD} {} \+
        ${RM} ${WRKSRC}/start.sh ${WRKSRC}/Resources/start.sh
-       # Older verisons of Plex we have to create a symlink
-       # Newer versions of Plex ship a duplicate file; we'll just symlink
-       ${RM} ${WRKSRC}/libpython2.7.so
 
 post-patch-RELAY-off:
        ${RM} ${WRKSRC}/Plex\ Relay
@@ -59,7 +55,7 @@
 do-install:
        (cd ${WRKSRC} && ${COPYTREE_SHARE} \* ${STAGEDIR}/${DATADIR})
        # Python fix for older releases of Plex
-       ${INSTALL} -lrs ${STAGEDIR}/${DATADIR}/libpython2.7.so.1 ${STAGEDIR}/${DATADIR}/libpython2.7.so
+       ${INSTALL} -lrs ${STAGEDIR}/${DATADIR}/lib/libpython2.7.so.1 ${STAGEDIR}/${DATADIR}/lib/libpython2.7.so
        # Workaround for space in binary name
        ${INSTALL} -lrs ${STAGEDIR}/${DATADIR}/Plex\ Media\ Server ${STAGEDIR}/${DATADIR}/Plex_Media_Server

But the rc.d script also needs changes cause the start.sh script is different now too, and based on the new start.sh script this should do it:

--- plexmediaserver.in.orig     2018-08-14 16:28:39.300158000 +0100
+++ plexmediaserver.in.new      2019-02-14 22:14:38.537119000 +0000
@@ -40,11 +40,24 @@
 
 plex_precmd()
 {
+       # Set identification variables for FreeNAS; with fallback to FreeBSD
+       if [ -f "/etc/version" ]; then
+               export PLEX_MEDIA_SERVER_INFO_VENDOR="$(cat /etc/version|cut -d- -f1)"
+               export PLEX_MEDIA_SERVER_INFO_DEVICE=NAS
+               export PLEX_MEDIA_SERVER_INFO_MODEL="$(uname -m)"
+               export PLEX_MEDIA_SERVER_INFO_PLATFORM_VERSION="$(cat /etc/version|cut -d- -f2-)"
+       else
+               export PLEX_MEDIA_SERVER_INFO_VENDOR=FreeBSD
+               export PLEX_MEDIA_SERVER_INFO_DEVICE=PC
+               export PLEX_MEDIA_SERVER_INFO_MODEL="$(uname -m)"
+               export PLEX_MEDIA_SERVER_INFO_PLATFORM_VERSION="$(uname -r)"
+       fi
+
        export SUPPORT_PATH="${%%PORTNAME%%_support_path}"
        export HOME="${%%PORTNAME%%_support_path}/Plex Media Server"
        export PYTHONHOME="%%DATADIR%%/Resources/Python"
        export SCRIPTPATH="%%DATADIR%%"
-       export LD_LIBRARY_PATH="%%PREFIX%%/lib/compat:${SCRIPTPATH}"
+       export LD_LIBRARY_PATH="${SCRIPTPATH}/lib"
        export PLEX_MEDIA_SERVER_HOME="${SCRIPTPATH}"
        export PLEX_MEDIA_SERVER_MAX_PLUGIN_PROCS=${%%PORTNAME%%_maxplugins}
        export PLEX_MEDIA_SERVER_APPLICATION_SUPPORT_DIR=${%%PORTNAME%%_support_path}

So if you don’t want to wait for the port to update I suppose you could update the port files locally.