From this other thread, it looks like at least some of the debugger problems in max are caused by the debugger getting itself caught up with the garbage collector.
http://www.blitzmax.com/Community/posts.php?topic=78266
Might be worth seeing if the suggested fix sorts out your issue Jedive?
http://www.blitzmax.com/Community/posts.php?topic=78266
Might be worth seeing if the suggested fix sorts out your issue Jedive?