We have made an enhancement to the Web Check-In Print Server: it can keep the user signed in and can optionally automatically launch as Windows launches. There is a checkbox on the sign-in screen that you may select to " remember login info " to ensure that particular user won't be signed out until he/she chooses " sign out ," a new option that's available once signed in. 

If you already have the print server installed, the next time you launch it, will automatically update to 1.0.3 and will look like the screenshot below. 

Read more about the Web Check-In Print Server here.