diff --git a/usr.sbin/bsdinstall/scripts/rootpass b/usr.sbin/bsdinstall/scripts/rootpass
--- a/usr.sbin/bsdinstall/scripts/rootpass
+++ b/usr.sbin/bsdinstall/scripts/rootpass
@@ -1,6 +1,7 @@
 #!/bin/sh
 #-
 # Copyright (c) 2011 Nathan Whitehorn
+# Copyright (c) 2024 The FreeBSD Foundation
 # All rights reserved.
 #
 # Redistribution and use in source and binary forms, with or without
@@ -27,18 +28,83 @@
 
 BSDCFG_SHARE="/usr/share/bsdconfig"
 . $BSDCFG_SHARE/common.subr || exit 1
-clear
-echo "$OSNAME Installer"
-echo "========================"
-echo
 
 if [ -n "$ROOTPASS_ENC" ]; then
 	printf '%s\n' "$ROOTPASS_ENC" | pw -R $BSDINSTALL_CHROOT usermod root -H 0
+	exit $?
 elif [ -n "$ROOTPASS_PLAIN" ]; then
 	printf '%s\n' "$ROOTPASS_PLAIN" | pw -R $BSDINSTALL_CHROOT usermod root -h 0
-else
-	echo "Please select a password for the system management account (root):"
-	echo "Typed characters will not be visible."
-
-	chroot $BSDINSTALL_CHROOT passwd root 2>&1
+	exit $?
 fi
+
+: ${BSDDIALOG:=bsddialog}
+: ${BSDDIALOG_OK:=0}
+
+error_get_message()
+{
+	case $1 in
+		63)
+			echo "The passwords do not match"
+			;;
+		64) #EX_USAGE
+			echo "Command used incorrectly"
+			;;
+		65) #EX_DATAERR
+			echo "Incorrect input data"
+			;;
+		67) #EX_NOUSER
+			echo "User not found"
+			;;
+		70) #EX_SOFTWARE
+			echo "Internal software error"
+			;;
+		71) #EX_OSERR
+			echo "Operating System error detected"
+			;;
+		72) #EX_OSFILE
+			echo "Error in a system file"
+			;;
+		74) #EX_IOERR
+			echo "I/O error"
+			;;
+		77) #EX_NOPERM
+			echo "Insufficient permissions"
+			;;
+		78) #EX_CONFIG
+			echo "Configuration error"
+			;;
+		0)
+			;;
+		*)
+			echo "An unknown error occurred (code $1)"
+			;;
+	esac
+}
+
+errormsg=
+username="root"
+while true; do
+	exec 5>&1
+	output=$($BSDDIALOG --backtitle "$OSNAME Installer" \
+		--title "Set $username password" \
+		--cancel-label "Skip" \
+		--passwordform --insecure \
+		"Please select a password for the system management account ($username)
+$errormsg" \
+		0 0 2 \
+		"Password" 0 0 '' 0 17 32 32 \
+		"Repeat password" 1 0 '' 1 17 32 32 \
+		2>&1 1>&5)
+	res=$?
+	exec 5>&-
+	[ $res -eq $BSDDIALOG_OK ] || exit 0
+
+	echo -n "$output" | (read password1
+		read password2
+		[ "$password1" = "$password2" ] || exit 63
+		echo "$password1" | chroot $BSDINSTALL_CHROOT \
+			/usr/sbin/pw usermod "$username" -h 0
+	)
+	errormsg=$(error_get_message $?)
+	[ -n "$errormsg" ] || exit 0
+done