diff --git a/degesch.c b/degesch.c
index a5443f5..5b10c7b 100644
--- a/degesch.c
+++ b/degesch.c
@@ -2722,10 +2722,28 @@ send_message_to_target (struct app_context *ctx,
 		return;
 	}
 
-	// TODO: autosplit
-	irc_send (ctx, "PRIVMSG %s :%s", target, message);
-	buffer_send (ctx, buffer, BUFFER_LINE_PRIVMSG, 0,
-		ctx->irc_user->nickname, NULL, "%s", message);
+	int one_message = 0;
+	if (ctx->irc_user_host)
+		// :<nick>!<user>@<host> PRIVMSG <target> :<message>
+		one_message = 510 - 1 - (int) strlen (ctx->irc_user->nickname)
+			- 1 - (int) strlen (ctx->irc_user_host)
+			- 1 - 7 - 1 - strlen (target) - 1 - 1;
+
+	// FIXME: UTF-8 sequences
+	int left = strlen (message);
+	while (left)
+	{
+		int part = MIN (one_message, left);
+		if (!one_message)
+			part = left;
+
+		irc_send (ctx, "PRIVMSG %s :%.*s", target, part, message);
+		buffer_send (ctx, buffer, BUFFER_LINE_PRIVMSG, 0,
+			ctx->irc_user->nickname, NULL, "%.*s", part, message);
+
+		left -= part;
+		message += part;
+	}
 }
 
 static void