diff --git a/databases/puppetdb-terminus8/Makefile b/databases/puppetdb-terminus8/Makefile
index 5572f286c0e2..a58a15a085d6 100644
--- a/databases/puppetdb-terminus8/Makefile
+++ b/databases/puppetdb-terminus8/Makefile
@@ -1,24 +1,24 @@
 PORTNAME=	puppetdb-terminus
-PORTVERSION=	8.4.1
+PORTVERSION=	8.5.0
 CATEGORIES=	databases ruby
 MASTER_SITES=	https://downloads.puppetlabs.com/puppetdb/
 PKGNAMESUFFIX=	8
 DISTNAME=	puppetdb-${PORTVERSION}
 
 MAINTAINER=	puppet@FreeBSD.org
 COMMENT=	PuppetDB storeconfigs backend terminus module
 WWW=		https://docs.puppetlabs.com/puppetdb/latest/
 
 LICENSE=	APACHE20
 
 CONFLICTS_INSTALL=	puppetdb-terminus[0-9]
 NO_BUILD=	yes
 USES=		gmake ruby
 
 post-patch:
 	@${REINPLACE_CMD} -e "s|%%PREFIX%%|${PREFIX}|" ${WRKSRC}/Makefile
 
 do-install:
 	@cd ${WRKSRC} && ${SETENV} DESTDIR=${STAGEDIR} ${GMAKE} install-puppetdb-termini
 
 .include <bsd.port.mk>
diff --git a/databases/puppetdb-terminus8/distinfo b/databases/puppetdb-terminus8/distinfo
index 6033b9d5e710..9d89bcf967ee 100644
--- a/databases/puppetdb-terminus8/distinfo
+++ b/databases/puppetdb-terminus8/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1709278861
-SHA256 (puppetdb-8.4.1.tar.gz) = 54f01a2ec2f64663950685a0682dfe727e3d50df3eca7593c27bc61ae389d02c
-SIZE (puppetdb-8.4.1.tar.gz) = 60378645
+TIMESTAMP = 1713224949
+SHA256 (puppetdb-8.5.0.tar.gz) = 63ad507c87f0466d30340f8dcc5019ea28261215d0644b82a900b613e24faaef
+SIZE (puppetdb-8.5.0.tar.gz) = 60440356
diff --git a/databases/puppetdb-terminus8/files/patch-Makefile b/databases/puppetdb-terminus8/files/patch-Makefile
index 6587b3b8078d..bafe04e89912 100644
--- a/databases/puppetdb-terminus8/files/patch-Makefile
+++ b/databases/puppetdb-terminus8/files/patch-Makefile
@@ -1,59 +1,59 @@
---- Makefile.orig	2024-02-26 19:22:52 UTC
+--- Makefile.orig	2024-04-05 22:05:56 UTC
 +++ Makefile
 @@ -1,7 +1,7 @@ confdir = /etc
  prefix = /usr/local
  datadir = $(prefix)/share
  confdir = /etc
 -rubylibdir = $(shell ruby -rrbconfig -e "puts RbConfig::CONFIG['sitelibdir']")
 +rubylibdir = $(shell %%PREFIX%%/bin/ruby -rrbconfig -e "puts RbConfig::CONFIG['sitelibdir']")
  rundir = /var/run
  bindir = /usr/bin
  
 @@ -36,22 +36,31 @@ install-puppetdb-termini:
  
  
  install-puppetdb-termini:
--	install -Dm 0644 puppet/util/puppetdb/config.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/config.rb"
--	install -Dm 0644 puppet/util/puppetdb/command_names.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command_names.rb"
--	install -Dm 0644 puppet/util/puppetdb/command.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command.rb"
--	install -Dm 0644 puppet/util/puppetdb/atom.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/atom.rb"
--	install -Dm 0644 puppet/util/puppetdb/http.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/http.rb"
--	install -Dm 0644 puppet/util/puppetdb/char_encoding.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/char_encoding.rb"
--	install -Dm 0644 puppet/util/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb.rb"
--	install -Dm 0644 puppet/functions/puppetdb_query.rb "$(DESTDIR)$(rubylibdir)/puppet/functions/puppetdb_query.rb"
--	install -Dm 0644 puppet/face/node/status.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/status.rb"
--	install -Dm 0644 puppet/face/node/deactivate.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/deactivate.rb"
--	install -Dm 0644 puppet/reports/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/reports/puppetdb.rb"
 -	install -Dm 0644 puppet/indirector/catalog/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/catalog/puppetdb.rb"
--	install -Dm 0644 puppet/indirector/node/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/node/puppetdb.rb"
 -	install -Dm 0644 puppet/indirector/facts/puppetdb_apply.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/facts/puppetdb_apply.rb"
 -	install -Dm 0644 puppet/indirector/facts/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/facts/puppetdb.rb"
+-	install -Dm 0644 puppet/indirector/node/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/node/puppetdb.rb"
 -	install -Dm 0644 puppet/indirector/resource/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/resource/puppetdb.rb"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/face/node"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/functions"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/catalog"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/facts"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/node"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/resource"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/reports"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/util"
-+	install -d -m 755 "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb"
-+	install -m 0644 puppet/util/puppetdb/config.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/config.rb"
-+	install -m 0644 puppet/util/puppetdb/command_names.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command_names.rb"
-+	install -m 0644 puppet/util/puppetdb/command.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command.rb"
-+	install -m 0644 puppet/util/puppetdb/atom.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/atom.rb"
-+	install -m 0644 puppet/util/puppetdb/http.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/http.rb"
-+	install -m 0644 puppet/util/puppetdb/char_encoding.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/char_encoding.rb"
-+	install -m 0644 puppet/util/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb.rb"
-+	install -m 0644 puppet/functions/puppetdb_query.rb "$(DESTDIR)$(rubylibdir)/puppet/functions/puppetdb_query.rb"
-+	install -m 0644 puppet/face/node/status.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/status.rb"
-+	install -m 0644 puppet/face/node/deactivate.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/deactivate.rb"
-+	install -m 0644 puppet/reports/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/reports/puppetdb.rb"
+-	install -Dm 0644 puppet/face/node/status.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/status.rb"
+-	install -Dm 0644 puppet/face/node/deactivate.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/deactivate.rb"
+-	install -Dm 0644 puppet/reports/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/reports/puppetdb.rb"
+-	install -Dm 0644 puppet/functions/puppetdb_query.rb "$(DESTDIR)$(rubylibdir)/puppet/functions/puppetdb_query.rb"
+-	install -Dm 0644 puppet/util/puppetdb/http.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/http.rb"
+-	install -Dm 0644 puppet/util/puppetdb/atom.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/atom.rb"
+-	install -Dm 0644 puppet/util/puppetdb/config.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/config.rb"
+-	install -Dm 0644 puppet/util/puppetdb/char_encoding.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/char_encoding.rb"
+-	install -Dm 0644 puppet/util/puppetdb/command.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command.rb"
+-	install -Dm 0644 puppet/util/puppetdb/command_names.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command_names.rb"
+-	install -Dm 0644 puppet/util/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb.rb"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/catalog"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/facts"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/node"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/indirector/resource"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/face/node"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/reports"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/functions"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb"
++	install -d -m 0755 "$(DESTDIR)$(rubylibdir)/puppet/util"
 +	install -m 0644 puppet/indirector/catalog/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/catalog/puppetdb.rb"
-+	install -m 0644 puppet/indirector/node/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/node/puppetdb.rb"
 +	install -m 0644 puppet/indirector/facts/puppetdb_apply.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/facts/puppetdb_apply.rb"
 +	install -m 0644 puppet/indirector/facts/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/facts/puppetdb.rb"
++	install -m 0644 puppet/indirector/node/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/node/puppetdb.rb"
 +	install -m 0644 puppet/indirector/resource/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/indirector/resource/puppetdb.rb"
++	install -m 0644 puppet/face/node/status.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/status.rb"
++	install -m 0644 puppet/face/node/deactivate.rb "$(DESTDIR)$(rubylibdir)/puppet/face/node/deactivate.rb"
++	install -m 0644 puppet/reports/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/reports/puppetdb.rb"
++	install -m 0644 puppet/functions/puppetdb_query.rb "$(DESTDIR)$(rubylibdir)/puppet/functions/puppetdb_query.rb"
++	install -m 0644 puppet/util/puppetdb/http.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/http.rb"
++	install -m 0644 puppet/util/puppetdb/atom.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/atom.rb"
++	install -m 0644 puppet/util/puppetdb/config.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/config.rb"
++	install -m 0644 puppet/util/puppetdb/char_encoding.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/char_encoding.rb"
++	install -m 0644 puppet/util/puppetdb/command.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command.rb"
++	install -m 0644 puppet/util/puppetdb/command_names.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb/command_names.rb"
++	install -m 0644 puppet/util/puppetdb.rb "$(DESTDIR)$(rubylibdir)/puppet/util/puppetdb.rb"
  
  install-rpm-sysv-init: install-rpm-preinst
  	install -d -m 0755 "$(DESTDIR)$(initdir)"
diff --git a/databases/puppetdb8/Makefile b/databases/puppetdb8/Makefile
index db5c6d9834aa..a0c1f000d591 100644
--- a/databases/puppetdb8/Makefile
+++ b/databases/puppetdb8/Makefile
@@ -1,51 +1,51 @@
 PORTNAME=	puppetdb
-PORTVERSION=	8.4.1
+PORTVERSION=	8.5.0
 CATEGORIES=	databases java
 MASTER_SITES=	https://downloads.puppetlabs.com/puppetdb/
 PKGNAMESUFFIX=	8
 
 MAINTAINER=	puppet@FreeBSD.org
 COMMENT=	PuppetDB storeconfigs backend
 WWW=		https://docs.puppetlabs.com/puppetdb/latest/
 
 LICENSE=	APACHE20
 
 RUN_DEPENDS=	bash:shells/bash
 
 USE_RC_SUBR=	puppetdb
 
 CONFLICTS_INSTALL=	puppetdb[0-9] # etc/puppetdb/bootstrap.cfg.sample
 USES=		cpe shebangfix
 CPE_VENDOR=	puppet
 SHEBANG_FILES=	ext/bin/puppetdb \
 		ext/cli/anonymize \
 		ext/cli/config-migration \
 		ext/cli/foreground \
 		ext/cli/ssl-setup \
 		ext/cli/start \
 		ext/cli/stop \
 		ext/cli/reload \
 		ext/cli/upgrade \
 		ext/ezbake-functions.sh
 USE_JAVA=	yes
 JAVA_VERSION=	11+
 NO_ARCH=	yes
 NO_BUILD=	yes
 
 USERS=		puppetdb
 GROUPS=		puppetdb
 
 SUB_LIST=	JAVA_HOME=${JAVA_HOME}
 SUB_FILES=	pkg-message
 
 post-patch:
 .for file in Makefile ext/bin/puppetdb ext/cli/ssl-setup \
 	ext/config/conf.d/jetty.ini ext/config/conf.d/config.ini
 	@${REINPLACE_CMD} -e "s|%%PREFIX%%|${PREFIX}|" ${WRKSRC}/${file}
 .endfor
 	@${REINPLACE_CMD} -e "s|%%DATADIR%%|${DATADIR}|" ${WRKSRC}/ext/bin/puppetdb
 
 do-install:
 	@cd ${WRKSRC} && ${SETENV} DESTDIR=${STAGEDIR} make install-puppetdb
 
 .include <bsd.port.mk>
diff --git a/databases/puppetdb8/distinfo b/databases/puppetdb8/distinfo
index cbb9dd9d0486..53edc086fbdd 100644
--- a/databases/puppetdb8/distinfo
+++ b/databases/puppetdb8/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1709278840
-SHA256 (puppetdb-8.4.1.tar.gz) = 54f01a2ec2f64663950685a0682dfe727e3d50df3eca7593c27bc61ae389d02c
-SIZE (puppetdb-8.4.1.tar.gz) = 60378645
+TIMESTAMP = 1713224932
+SHA256 (puppetdb-8.5.0.tar.gz) = 63ad507c87f0466d30340f8dcc5019ea28261215d0644b82a900b613e24faaef
+SIZE (puppetdb-8.5.0.tar.gz) = 60440356
diff --git a/databases/puppetdb8/files/patch-Makefile b/databases/puppetdb8/files/patch-Makefile
index 38a7540e6d84..197f476d4814 100644
--- a/databases/puppetdb8/files/patch-Makefile
+++ b/databases/puppetdb8/files/patch-Makefile
@@ -1,39 +1,39 @@
---- Makefile.orig	2024-02-26 19:22:52 UTC
+--- Makefile.orig	2024-04-05 22:05:56 UTC
 +++ Makefile
 @@ -1,24 +1,24 @@
 -prefix = /usr/local
 +prefix = %%PREFIX%%
  datadir = $(prefix)/share
 -confdir = /etc
 +confdir = %%PREFIX%%/etc
  rubylibdir = $(shell ruby -rrbconfig -e "puts RbConfig::CONFIG['sitelibdir']")
  rundir = /var/run
 -bindir = /usr/bin
 +bindir = %%PREFIX%%/bin
  
  install-puppetdb:
  	install -d -m 0755 "$(DESTDIR)$(datadir)/puppetdb"
  	install -m 0644 puppetdb.jar "$(DESTDIR)$(datadir)/puppetdb"
  	install -m 0774 ext/ezbake-functions.sh "$(DESTDIR)$(datadir)/puppetdb"
  	install -m 0644 ext/ezbake.manifest "$(DESTDIR)$(datadir)/puppetdb"
 -	install -d -m 0755 "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d"
+-	install -m 0644 ext/config/bootstrap.cfg "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/bootstrap.cfg"
+-	install -m 0644 ext/config/logback.xml "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/logback.xml"
 -	install -m 0644 ext/config/conf.d/config.ini "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d/config.ini"
--	install -m 0644 ext/config/conf.d/auth.conf "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d/auth.conf"
 -	install -m 0644 ext/config/conf.d/jetty.ini "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d/jetty.ini"
 -	install -m 0644 ext/config/conf.d/database.ini "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d/database.ini"
 -	install -m 0644 ext/config/conf.d/repl.ini "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d/repl.ini"
--	install -m 0644 ext/config/bootstrap.cfg "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/bootstrap.cfg"
+-	install -m 0644 ext/config/conf.d/auth.conf "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/conf.d/auth.conf"
 -	install -m 0644 ext/config/request-logging.xml "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/request-logging.xml"
--	install -m 0644 ext/config/logback.xml "$(DESTDIR)$(confdir)/puppetlabs/puppetdb/logback.xml"
 +	install -d -m 0755 "$(DESTDIR)$(confdir)/puppetdb/conf.d"
++	install -m 0644 ext/config/bootstrap.cfg "$(DESTDIR)$(confdir)/puppetdb/bootstrap.cfg.sample"
++	install -m 0644 ext/config/logback.xml "$(DESTDIR)$(confdir)/puppetdb/logback.xml.sample"
 +	install -m 0644 ext/config/conf.d/config.ini "$(DESTDIR)$(confdir)/puppetdb/conf.d/config.ini.sample"
-+	install -m 0644 ext/config/conf.d/auth.conf "$(DESTDIR)$(confdir)/puppetdb/conf.d/auth.conf.sample"
 +	install -m 0644 ext/config/conf.d/jetty.ini "$(DESTDIR)$(confdir)/puppetdb/conf.d/jetty.ini.sample"
 +	install -m 0644 ext/config/conf.d/database.ini "$(DESTDIR)$(confdir)/puppetdb/conf.d/database.ini.sample"
 +	install -m 0644 ext/config/conf.d/repl.ini "$(DESTDIR)$(confdir)/puppetdb/conf.d/repl.ini.sample"
-+	install -m 0644 ext/config/bootstrap.cfg "$(DESTDIR)$(confdir)/puppetdb/bootstrap.cfg.sample"
++	install -m 0644 ext/config/conf.d/auth.conf "$(DESTDIR)$(confdir)/puppetdb/conf.d/auth.conf.sample"
 +	install -m 0644 ext/config/request-logging.xml "$(DESTDIR)$(confdir)/puppetdb/request-logging.xml.sample"
-+	install -m 0644 ext/config/logback.xml "$(DESTDIR)$(confdir)/puppetdb/logback.xml.sample"
  	install -d -m 0755 "$(DESTDIR)$(datadir)/puppetdb/cli"
  	install -d -m 0755 "$(DESTDIR)$(datadir)/puppetdb/cli/apps"
  	install -d -m 0755 "$(DESTDIR)$(bindir)"