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Wing supports attaching only to a single debug process at a time. Whenever you detach from a process, it begins free-running and will not stop at any breakpoints or non-fatal exceptions. This limits what can be done with detach/attach from a single copy of Wing. If you wish to actively debug two processes at once, simultaneously controlling stepping, breakpoint activation, and execution (as in a client/server network program), you must run two copies of Wing at once.