diff --git a/win32/sendmail.c b/win32/sendmail.c
index ea8deadeba5..f8b22897a2c 100644
--- a/win32/sendmail.c
+++ b/win32/sendmail.c
@@ -504,6 +504,14 @@ static int SendText(char *RPath, const char *Subject, const char *mailTo, const
 		efree(tempMailTo);
 	}
 
+	if (!Post("DATA\r\n")) {
+		return (FAILED_TO_SEND);
+	}
+	if ((res = Ack(&server_response)) != SUCCESS) {
+		SMTP_ERROR_RESPONSE(server_response);
+		return (res);
+	}
+
 	/* Send mail to all Bcc rcpt's
 	   This is basically a rip of the Cc code above.
 	   Just don't forget to remove the Bcc: from the header afterwards. */
@@ -578,20 +586,6 @@ static int SendText(char *RPath, const char *Subject, const char *mailTo, const
 		}
 	}
 
-	if (!Post("DATA\r\n")) {
-		if (stripped_header) {
-			efree(stripped_header);
-		}
-		return (FAILED_TO_SEND);
-	}
-	if ((res = Ack(&server_response)) != SUCCESS) {
-		SMTP_ERROR_RESPONSE(server_response);
-		if (stripped_header) {
-			efree(stripped_header);
-		}
-		return (res);
-	}
-
 	/* send message header */
 	if (Subject == NULL) {
 		res = PostHeader(RPath, "No Subject", mailTo, stripped_header);