>a bunch of progressive legal experts poring over that contract looking for holes

all attorneys represent their clients; your attorney does not have to share your opinion of the law or public policy, they can still interpret what the law means to you.

if you are afraid your attorney might have a bias (they are human) you may get better advice from the "misaligned" POV: the flaws/holes in a privacy law found by a pro-business conservative attorney are more likely to find sympathy in the courts from both fellow conservatives and progressive judges.

As a practical matter, this may be good advice. But it also places a demand on someone with a legitimate concern that they go find an ideological "beard" to make themselves more palatable and sympathetic.

It's not hard to see how this enables an institution to gate itself from criticism.