diff --git a/INSTALL b/INSTALL
index 1a763fe14..515147915 100644
--- a/INSTALL
+++ b/INSTALL
@@ -424,9 +424,11 @@ Operating system-specific options:
 	Disable use of the setresuid() function for operating systems
 	where it is broken (none currently known).
 
-  --enable-admin-flag
-	Enable the creation of an Ubuntu-style admin flag file
-	the first time sudo is run.
+  --enable-admin-flag[=PATH]
+        Enable the creation of an Ubuntu-style admin flag file the
+        first time sudo is run.  If PATH is not specified, the
+        default value is:
+	    ~/.sudo_as_admin_successful
 
   --enable-devsearch=PATH
         Set a system-specific search path of directories to look in
diff --git a/config.h.in b/config.h.in
index 7e66d29fb..3dbc35468 100644
--- a/config.h.in
+++ b/config.h.in
@@ -1231,10 +1231,6 @@
 /* Define to 1 if the `unsetenv' function returns void instead of `int'. */
 #undef UNSETENV_VOID
 
-/* Define to 1 if you want to create ~/.sudo_as_admin_successful if the user
-   is in the admin group the first time they run sudo. */
-#undef USE_ADMIN_FLAG
-
 /* Define to 1 if you want to insult the user for entering an incorrect
    password. */
 #undef USE_INSULTS
diff --git a/configure b/configure
index 6a293a818..26a3c6c62 100755
--- a/configure
+++ b/configure
@@ -1718,7 +1718,8 @@ Optional Features:
                           instead of the default C compiler.
   --disable-leaks         Prevent some harmless memory leaks.
   --disable-poll          Use select() instead of poll().
-  --enable-admin-flag     Whether to create a Ubuntu-style admin flag file
+  --enable-admin-flag[=PATH]
+                          Whether to create a Ubuntu-style admin flag file
   --disable-nls           Disable natural language support using gettext
   --disable-rpath         Disable passing of -Rpath to the linker
   --enable-static-sudoers Build the sudoers policy module as part of the sudo
@@ -6989,12 +6990,16 @@ fi
 if test ${enable_admin_flag+y}
 then :
   enableval=$enable_admin_flag;  case "$enableval" in
-    yes)    printf "%s\n" "#define USE_ADMIN_FLAG 1" >>confdefs.h
+    yes)    cat >>confdefs.h <<EOF
+#define _PATH_SUDO_ADMIN_FLAG "~/.sudo_as_admin_successful"
+EOF
 
 	    ;;
     no)	    ;;
-    *)	    { printf "%s\n" "$as_me:${as_lineno-$LINENO}: WARNING: Ignoring unknown argument to --enable-admin-flag: $enableval" >&5
-printf "%s\n" "$as_me: WARNING: Ignoring unknown argument to --enable-admin-flag: $enableval" >&2;}
+    *)	    cat >>confdefs.h <<EOF
+#define _PATH_SUDO_ADMIN_FLAG "$enableval"
+EOF
+
 	    ;;
   esac
 
@@ -31913,6 +31918,5 @@ fi
 
 
 
-
 
 
diff --git a/configure.ac b/configure.ac
index 5144706ba..be23c28a2 100644
--- a/configure.ac
+++ b/configure.ac
@@ -1574,12 +1574,12 @@ AC_ARG_ENABLE(poll,
 [AS_HELP_STRING([--disable-poll], [Use select() instead of poll().])])
 
 AC_ARG_ENABLE(admin-flag,
-[AS_HELP_STRING([--enable-admin-flag], [Whether to create a Ubuntu-style admin flag file])],
+[AS_HELP_STRING([--enable-admin-flag[[=PATH]]], [Whether to create a Ubuntu-style admin flag file])],
 [ case "$enableval" in
-    yes)    AC_DEFINE(USE_ADMIN_FLAG)
+    yes)    SUDO_DEFINE_UNQUOTED(_PATH_SUDO_ADMIN_FLAG, "~/.sudo_as_admin_successful")
 	    ;;
     no)	    ;;
-    *)	    AC_MSG_WARN([Ignoring unknown argument to --enable-admin-flag: $enableval])
+    *)	    SUDO_DEFINE_UNQUOTED(_PATH_SUDO_ADMIN_FLAG, "$enableval")
 	    ;;
   esac
 ])
@@ -5051,7 +5051,6 @@ AH_TEMPLATE(SHELL_SETS_HOME, [Define to 1 if you want sudo to set $HOME in shell
 AH_TEMPLATE(STATIC_SUDOERS_PLUGIN, [Define to 1 to compile the sudoers plugin statically into the sudo binary.])
 AH_TEMPLATE(STUB_LOAD_INTERFACES, [Define to 1 if the code in interfaces.c does not compile for you.])
 AH_TEMPLATE(UMASK_OVERRIDE, [Define to 1 to use the umask specified in sudoers even when it is less restrictive than the invoking user's.])
-AH_TEMPLATE(USE_ADMIN_FLAG, [Define to 1 if you want to create ~/.sudo_as_admin_successful if the user is in the admin group the first time they run sudo.])
 AH_TEMPLATE(USE_INSULTS, [Define to 1 if you want to insult the user for entering an incorrect password.])
 AH_TEMPLATE(USE_STOW, [Define to 1 if you use GNU stow packaging.])
 AH_TEMPLATE(WITHOUT_PASSWD, [Define to avoid using the passwd/shadow file for authentication.])
diff --git a/doc/sudoers.man.in b/doc/sudoers.man.in
index 6bd08d9c0..41cc826ba 100644
--- a/doc/sudoers.man.in
+++ b/doc/sudoers.man.in
@@ -25,7 +25,7 @@
 .nr BA @BAMAN@
 .nr LC @LCMAN@
 .nr PS @PSMAN@
-.TH "SUDOERS" "@mansectform@" "January 8, 2020" "Sudo @PACKAGE_VERSION@" "File Formats Manual"
+.TH "SUDOERS" "@mansectform@" "February 16, 2020" "Sudo @PACKAGE_VERSION@" "File Formats Manual"
 .nh
 .if n .ad l
 .SH "NAME"
@@ -4265,6 +4265,24 @@ is built with SELinux support.
 .PP
 \fBStrings that can be used in a boolean context\fR:
 .TP 14n
+admin_flag
+The
+\fIadmin_flag\fR
+option specifies the path to a file that is created the first time
+a user that is a member of the
+\fIsudo\fR
+or
+\fIadmin\fR
+groups runs
+\fBsudo\fR.
+Only available if
+\fBsudo\fR
+is configured with the
+\fR--enable-admin-flag\fR
+option.
+The default value is
+\fR~/.sudo_as_admin_successful\fR.
+.TP 14n
 env_file
 The
 \fIenv_file\fR
diff --git a/doc/sudoers.mdoc.in b/doc/sudoers.mdoc.in
index c14855b49..71ae8dab7 100644
--- a/doc/sudoers.mdoc.in
+++ b/doc/sudoers.mdoc.in
@@ -24,7 +24,7 @@
 .nr BA @BAMAN@
 .nr LC @LCMAN@
 .nr PS @PSMAN@
-.Dd January 8, 2020
+.Dd February 16, 2020
 .Dt SUDOERS @mansectform@
 .Os Sudo @PACKAGE_VERSION@
 .Sh NAME
@@ -4003,6 +4003,23 @@ is built with SELinux support.
 .Pp
 .Sy Strings that can be used in a boolean context :
 .Bl -tag -width 12n
+.It admin_flag
+The
+.Em admin_flag
+option specifies the path to a file that is created the first time
+a user that is a member of the
+.Em sudo
+or
+.Em admin
+groups runs
+.Nm sudo .
+Only available if
+.Nm sudo
+is configured with the
+.Li --enable-admin-flag
+option.
+The default value is
+.Li ~/.sudo_as_admin_successful .
 .It env_file
 The
 .Em env_file
diff --git a/pathnames.h.in b/pathnames.h.in
index a39f9198d..003a80b26 100644
--- a/pathnames.h.in
+++ b/pathnames.h.in
@@ -141,6 +141,14 @@
 # undef _PATH_SUDO_LOGFILE
 #endif /* _PATH_SUDO_LOGFILE */
 
+/*
+ * The path to an Ubuntu-style admin flag file that is created the
+ * first time a user runs sudo.
+ */
+#ifndef _PATH_SUDO_ADMIN_FLAG
+# undef _PATH_SUDO_ADMIN_FLAG
+#endif /* _PATH_SUDO_ADMIN_FLAG */
+
 #ifndef _PATH_SUDO_SENDMAIL
 # undef _PATH_SUDO_SENDMAIL
 #endif /* _PATH_SUDO_SENDMAIL */
diff --git a/plugins/sudoers/def_data.c b/plugins/sudoers/def_data.c
index 56cd22468..5952a069e 100644
--- a/plugins/sudoers/def_data.c
+++ b/plugins/sudoers/def_data.c
@@ -573,6 +573,10 @@ struct sudo_defs_types sudo_defs_table[] = {
 	"selinux", T_FLAG,
 	N_("Enable SELinux RBAC support"),
 	NULL,
+    }, {
+	"admin_flag", T_STR|T_BOOL|T_CHPATH,
+	N_("Path to the file that is created the first time sudo is run: %s"),
+	NULL,
     }, {
 	NULL, 0, NULL
     }
diff --git a/plugins/sudoers/def_data.h b/plugins/sudoers/def_data.h
index 5c712b82f..fb3f8aa4b 100644
--- a/plugins/sudoers/def_data.h
+++ b/plugins/sudoers/def_data.h
@@ -264,6 +264,8 @@
 #define def_log_format          (sudo_defs_table[I_LOG_FORMAT].sd_un.tuple)
 #define I_SELINUX               131
 #define def_selinux             (sudo_defs_table[I_SELINUX].sd_un.flag)
+#define I_ADMIN_FLAG            132
+#define def_admin_flag          (sudo_defs_table[I_ADMIN_FLAG].sd_un.str)
 
 enum def_tuple {
     never,
diff --git a/plugins/sudoers/def_data.in b/plugins/sudoers/def_data.in
index e8162e833..3183fae18 100644
--- a/plugins/sudoers/def_data.in
+++ b/plugins/sudoers/def_data.in
@@ -412,3 +412,6 @@ log_format
 selinux
 	T_FLAG
 	"Enable SELinux RBAC support"
+admin_flag
+	T_STR|T_BOOL|T_CHPATH
+	"Path to the file that is created the first time sudo is run: %s"
diff --git a/plugins/sudoers/defaults.c b/plugins/sudoers/defaults.c
index 8bc48b798..3833eacdc 100644
--- a/plugins/sudoers/defaults.c
+++ b/plugins/sudoers/defaults.c
@@ -531,6 +531,10 @@ init_defaults(void)
 #endif
 #ifdef HAVE_INNETGR
     def_use_netgroups = true;
+#endif
+#ifdef _PATH_SUDO_ADMIN_FLAG
+    if ((def_admin_flag = strdup(_PATH_SUDO_ADMIN_FLAG)) == NULL)
+	goto oom;
 #endif
     def_netgroup_tuple = false;
     def_sudoedit_checkdir = true;
diff --git a/plugins/sudoers/timestamp.c b/plugins/sudoers/timestamp.c
index 75391eee1..e7784d168 100644
--- a/plugins/sudoers/timestamp.c
+++ b/plugins/sudoers/timestamp.c
@@ -1083,24 +1083,32 @@ done:
     debug_return_int(ret);
 }
 
-#ifdef USE_ADMIN_FLAG
+#ifdef _PATH_SUDO_ADMIN_FLAG
 int
 create_admin_success_flag(void)
 {
-    char flagfile[PATH_MAX];
-    int len, ret = -1;
+    char *flagfile;
+    int ret = -1;
     debug_decl(create_admin_success_flag, SUDOERS_DEBUG_AUTH);
 
+    /* Is the admin flag file even enabled? */
+    if (!def_admin_flag)
+	debug_return_int(true);
+
     /* Check whether the user is in the sudo or admin group. */
     if (!user_in_group(sudo_user.pw, "sudo") &&
 	!user_in_group(sudo_user.pw, "admin"))
 	debug_return_int(true);
 
     /* Build path to flag file. */
-    len = snprintf(flagfile, sizeof(flagfile), "%s/.sudo_as_admin_successful",
-	user_dir);
-    if (len < 0 || len >= ssizeof(flagfile))
+    if ((flagfile = strdup(def_admin_flag)) == NULL) {
+	sudo_warnx(U_("%s: %s"), __func__, U_("unable to allocate memory"));
+	debug_return_int(-1);
+    }
+    if (!expand_tilde(&flagfile, user_name)) {
+	free(flagfile);
 	debug_return_int(false);
+    }
 
     /* Create admin flag file if it doesn't already exist. */
     if (set_perms(PERM_USER)) {
@@ -1111,13 +1119,14 @@ create_admin_success_flag(void)
 	if (!restore_perms())
 	    ret = -1;
     }
+    free(flagfile);
     debug_return_int(ret);
 }
-#else /* !USE_ADMIN_FLAG */
+#else /* !_PATH_SUDO_ADMIN_FLAG */
 int
 create_admin_success_flag(void)
 {
     /* STUB */
     return true;
 }
-#endif /* USE_ADMIN_FLAG */
+#endif /* _PATH_SUDO_ADMIN_FLAG */