https://metacpan.org/pod/Win32::GUI::Reference::Methods#DoEvents

#!/usr/bin/perl --
use strict;
use warnings;
use Win32::SysTray;

Main( @ARGV );
exit( 0 );

sub Main {
    my $tray = new Win32::SysTray (
            'icon'   => shift ,
            'single' => 1,
    ) or exit 0;

    $tray->setMenu (
            "> &Test" => sub { print "Hello from the Tray\n"; },
            ">-"      => 0,
            "> E&xit" => sub { return -1 },
    );

    MainLoop( $tray );
}

sub MainLoop {
    my( $tray ) = @_;
    for my $i (1 .. rand 1000){
        print "my $i\n";
#        $tray->runApplication;
#        last if -1 == Poke( $tray );
        die "user quit" if -1 == Poke( $tray );
        Win32::Sleep( rand 1000 );
    }
}

#~ sub Win32::SysTray::Poke {
sub Poke {
    my( $tray ) = @_;
    Win32::GUI::DoEvents();
}
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