I've used my fifteen years of gourmet catering, corporate catering, and event polanning to prompt our users to consider critical moments of decision about what may actually occur on the jobsite -- all of which amount to to a primer on the mysteries of "how to put a job together".

A sample of what I've included for a user to pause and consider:

Did you order enough Champagne Glasses for the Bar, The Butler Station, and the Dinner?

– or do you plan to re-wash? If so, do you have the staff to do this or will it be cheaper to just order more glasses?
Can the client pay?
Or is it coming off our profit?

– "Yes" will take you to the current state of ROI for a check-upon the current profit margin.

– "No" will take you to the glassware order dialog for Champagne Glasses

– "OK" will give you a free pass and you can dodge the dilemma until the event- when, of course, it might just haunt you.

Another one:

We see that you've ordered coat racks but no tables for the coat check...

Is this what you want? - or would you like to order tables now?

- a Yes will take you to the table ordering engine which will, then, automatically order linens and / or skirts according to your work methods.

- You will then get a check-out on coat check tickets and where the staff will come from.

- You will also get a message that will clue you in on what to do if the coat check tickets are't there.

Another one:

Your kitchen set-up has no screens ordered. You're sure that it will be blanked off from the guests?

"Yes" – on you go

"No" – takes you to a screen that orders different kinds of screens (but not Windows) for the kitchen/FOH interface.