Note that the X37B has been flying since 2011 and is part of a larger program that has been ongoing at Boeing since the late 90s. It's likely that a lot of the hard work was accomplished before the MBAs at Boeing ruined the company to the extent that they have today.

The Starliner program is a painfully unprofitable fixed-price contract with NASA. Which is a relatively minor Boeing customer.

Vs. the X-37B program is likely to be a highly profitable cost-plus contract with the Pentagon. Which is a far bigger Boeing customer.

I'd figure that Boeing has kept its eyes on the bottom lines when assigning people and resources to the two programs.

Boeing hasn't really had to do much on the X-37B for ages and I suspect the company is quite silo'd (for good and bad reasons).

I imagine skunkworks is an entirely separate part of the company.

Not needing to be human-rated helps quite a bit (and increases the level of acceptable risk).