diff --git a/NEWS b/NEWS
index 535964e57..3beeb77a8 100644
--- a/NEWS
+++ b/NEWS
@@ -1,3 +1,59 @@
+What's new in Sudo 1.9.16
+
+ * Added the "cmddenial_message" sudoers option to provide additional
+   information to the user when a command is denied by the sudoers
+   policy.  The default message is still displayed.
+
+ * The time stamp used for file-based logs is now more consistent
+   with the time stamp produced by syslog.  GitHub issues #327.
+
+ * Sudo will now warn the user if it can detect the user's terminal
+   but cannot determine the path to the terminal device.  The sudoers
+   time stamp file will now use the terminal device number directly.
+   GitHub issue #329.
+
+ * The embedded copy of zlib has been updated to version 1.3.1.
+
+ * Improved error handling if generating the list of signals and signal
+   names fails at build time.
+
+ * Fixed a compilation issue on Linux systems without process_vm_readv().
+
+ * Fixed cross-compilation with WolfSSL.
+
+ * Added a "json_compact" value for the sudoers "log_format" option
+   which can be used when logging to a file.  The existing "json"
+   value has been aliased to "json_pretty".  In a future release,
+   "json" will be an alias for "json_compact".  GitHub issue #357.
+
+ * A new "pam_silent" sudoers option has been added which may be
+   negated to avoid suppressing output from PAM authentication modules.
+   GitHub issue #216.
+
+ * Fixed several cvtsudoers JSON output problems.
+   GitHub issues #369, #370, #371, #373, #381.
+
+ * Sudo will now send SIGHUP to the foreground process when running
+
+ * When sudo runs a command in a pseudo-terminal and the user's
+   terminal is revoked, the pseudo-terminal's foreground process
+   group will now receive SIGHUP before the terminal is revoked.
+   This emulates the behavior of the session leader exiting and is
+   consistent with what happens when, for example, an ssh session
+   is closed.  GitHub issue #367.
+
+ * Fixed "make test" with Python 3.12.  GitHub issue #374.
+
+ * In schema.ActiveDirectory, fixed the quoting in the example command.
+   GitHub issue #376.
+
+ * Paths specified via a Chdir_Spec or Chroot_Spec in sudoers may
+   now be double-quoted.
+
+ * Sudo insults are now included by default, but disabled unless
+   the --with-insults configure option is specified or the "insults"
+   sudoers option is enabled.
+
 What's new in Sudo 1.9.15p5
 
  * Fixed evaluation of the "lecture", "listpw", "verifypw", and
diff --git a/configure b/configure
index 63923ef9a..0f474168f 100755
--- a/configure
+++ b/configure
@@ -1,6 +1,6 @@
 #! /bin/sh
 # Guess values for system-dependent variables and create Makefiles.
-# Generated by GNU Autoconf 2.72 for sudo 1.9.15p5.
+# Generated by GNU Autoconf 2.72 for sudo 1.9.16.
 #
 # Report bugs to <https://bugzilla.sudo.ws/>.
 #
@@ -614,8 +614,8 @@ MAKEFLAGS=
 # Identity of this package.
 PACKAGE_NAME='sudo'
 PACKAGE_TARNAME='sudo'
-PACKAGE_VERSION='1.9.15p5'
-PACKAGE_STRING='sudo 1.9.15p5'
+PACKAGE_VERSION='1.9.16'
+PACKAGE_STRING='sudo 1.9.16'
 PACKAGE_BUGREPORT='https://bugzilla.sudo.ws/'
 PACKAGE_URL=''
 
@@ -1641,7 +1641,7 @@ if test "$ac_init_help" = "long"; then
   # Omit some internal or obsolete options to make the list less imposing.
   # This message is too long to be a string in the A/UX 3.1 sh.
   cat <<_ACEOF
-'configure' configures sudo 1.9.15p5 to adapt to many kinds of systems.
+'configure' configures sudo 1.9.16 to adapt to many kinds of systems.
 
 Usage: $0 [OPTION]... [VAR=VALUE]...
 
@@ -1707,7 +1707,7 @@ fi
 
 if test -n "$ac_init_help"; then
   case $ac_init_help in
-     short | recursive ) echo "Configuration of sudo 1.9.15p5:";;
+     short | recursive ) echo "Configuration of sudo 1.9.16:";;
    esac
   cat <<\_ACEOF
 
@@ -1999,7 +1999,7 @@ fi
 test -n "$ac_init_help" && exit $ac_status
 if $ac_init_version; then
   cat <<\_ACEOF
-sudo configure 1.9.15p5
+sudo configure 1.9.16
 generated by GNU Autoconf 2.72
 
 Copyright (C) 2023 Free Software Foundation, Inc.
@@ -2819,7 +2819,7 @@ cat >config.log <<_ACEOF
 This file contains any messages produced by compilers while
 running configure, to aid debugging if configure makes a mistake.
 
-It was created by sudo $as_me 1.9.15p5, which was
+It was created by sudo $as_me 1.9.16, which was
 generated by GNU Autoconf 2.72.  Invocation command line was
 
   $ $0$ac_configure_args_raw
@@ -36710,7 +36710,7 @@ cat >>$CONFIG_STATUS <<\_ACEOF || ac_write_fail=1
 # report actual input values of CONFIG_FILES etc. instead of their
 # values after options handling.
 ac_log="
-This file was extended by sudo $as_me 1.9.15p5, which was
+This file was extended by sudo $as_me 1.9.16, which was
 generated by GNU Autoconf 2.72.  Invocation command line was
 
   CONFIG_FILES    = $CONFIG_FILES
@@ -36778,7 +36778,7 @@ ac_cs_config_escaped=`printf "%s\n" "$ac_cs_config" | sed "s/^ //; s/'/'\\\\\\\\
 cat >>$CONFIG_STATUS <<_ACEOF || ac_write_fail=1
 ac_cs_config='$ac_cs_config_escaped'
 ac_cs_version="\\
-sudo config.status 1.9.15p5
+sudo config.status 1.9.16
 configured by $0, generated by GNU Autoconf 2.72,
   with options \\"\$ac_cs_config\\"
 
diff --git a/configure.ac b/configure.ac
index 679272443..c50e7d554 100644
--- a/configure.ac
+++ b/configure.ac
@@ -3,7 +3,7 @@ dnl Use the top-level autogen.sh script to generate configure and config.h.in
 dnl
 dnl SPDX-License-Identifier: ISC
 dnl
-dnl Copyright (c) 1994-1996, 1998-2023 Todd C. Miller <Todd.Miller@sudo.ws>
+dnl Copyright (c) 1994-1996, 1998-2024 Todd C. Miller <Todd.Miller@sudo.ws>
 dnl
 dnl Permission to use, copy, modify, and distribute this software for any
 dnl purpose with or without fee is hereby granted, provided that the above
@@ -18,7 +18,7 @@ dnl ACTION OF CONTRACT, NEGLIGENCE OR OTHER TORTIOUS ACTION, ARISING OUT OF
 dnl OR IN CONNECTION WITH THE USE OR PERFORMANCE OF THIS SOFTWARE.
 dnl
 AC_PREREQ([2.69])
-AC_INIT([sudo], [1.9.15p5], [https://bugzilla.sudo.ws/], [sudo])
+AC_INIT([sudo], [1.9.16], [https://bugzilla.sudo.ws/], [sudo])
 AC_CONFIG_HEADERS([config.h pathnames.h])
 AC_CONFIG_SRCDIR([src/sudo.c])
 AC_CONFIG_AUX_DIR([scripts])