How long and difficult will it be to replace the injector cups? I'm under the assumption that 1 or more is leaking coolant and pushing it through the lower valve cover...anyone ever heard of this?

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The same time involved for changing injectors

I would check balance rates first so if you have one or two injectors going south you can kill two birds with one stone.

 

If you've done it before 8-11 hours depending if you have egr or not.

 

Took me most of a weekend my first time.

 

should take 4-6 hours, what makes you think the cups are leaking?

 

Do you get fuel in your oil? And in the cooling system? You should also have some what sweet smelling white smoke if they are bad enough. And im with fox2boost. i would make sure the injectors test out well before you do the cups to kill 2 birds at once. And if they test out good then you can get new cups and use a merchant install kit like this one below.
Merchant Automotive 10058 - 01-04 GM LB7 DuramaxLB7 Injector Install Kit

 

Injectors are all good, I got them replaced about 6 months ago. I'm thinkingn that one of the cups isn't seated right now and its causing coolant to leak. Just recently I noticed a little by the egr cooler, so I think I'm gonna block off or remove the cooler completely and see if this fixes it. Any suggestions???

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I would really like to see you torque everything correctly and have it back together in 4-6 hours.

 

well stop by sometime and ill show ya

 

Keep typing.