If the Time Out app doesn't start properly when you launch it, or shows up in the Dock as not responding, the data might be damaged.
Firstly, try to restart your Mac. That might solve a temporary issue.
If that doesn't help, try this:
You'll need to reconfigure your breaks and other settings. You could drag breaks from the folder on the Desktop, but if they are damaged, that could cause the problem to recur.
If this solves the issue, or doesn't, please email me to let me know.