Your program runs fine for me on linux, I see no problems with the tooltips, or the program disappearing. It is most likely a windows problem (which I don't use), or an old version of your perl. Are you using ActiveStatePerl? If so, upgrade to the latest version, and if your problem persists, file a bug report with ActiveState. Possibly, you should look thru their buglist and see if its been reported or solved.

You could also post this on the newsgroup comp.lang.perl.tk, where more Windows users can test it, and see if it works for them. State what level of Windows you are using, and what version of Perl.