I deal with C-level folks on a daily basis, and if you come to them with problems, its not always clear to them what you want them to do about it. They are not

I deal with C-level folks on a daily basis, and if you come to them with problems, its not always clear to them what you want them to do about it. They are not going to be intimately familiar with everything. It's only human nature. Better is to provide the information along with something like "Hey, and here's an idea that might help us not lose the contract. I'd like to be give a chance to implement it.". Senior management can't evaluate people on a technical basis, but they can and do remember people who stood up and took on a challenge.