Ryan.S
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So, the required services are not running. Go to Control Panel(Classic View)->Administrative Tools->Services. Check if the services are installed, including NI Citadel, NI PSP Server Locator, NI Time Synchronization, NI Service Locator. If you can see them, but not running, right click on it and select Start. But if you cannot see them, the install of Lookout might have something wrong. Did you see errors during the install? Did you install the Lookout as Administrator?
With these services running, try again to launch lookout.exe.