Why would the company be helping him? They're just supplying a service and he's stealing it. Unless he asks for technical support from Microsoft or anything it's not asking for help...
On the other hand regardless of whether your Vista or whatever other product it is is pirated or not, if you can supply the company from which it came with useful suggestions for improving their products in the future I don't really think they would care whether your version of their product was cracked or not. Sure they would care that you stole from them, but as far as the suggestion for the future goes it's equally as valid as someone who might've suggested something who DID pay for the product (unless you're a mega dodgy pirater and you suggest something will lead to the program being easier to pirate
)
/ 
