Drk should be aware that choosing to take twenty isn't a free success, it represents an investment of in-game time. Most of the time it doesn't matter, but what if the GM suddenly argues that, because Grey decided to take 20, the crew ends up waiting for 2-5 hours, and now Imperial reinforcements have showed up and subsequent encounters and skill checks are now more difficult.
(PS- That's why I rolled as well, in case taking of said 20 would represent move of an investment of time/resources/manpower/equipment/whatever than is realistic for the situation.)
(PSS- Never assume DRK should know anything. The bastard is clueless 90% of the time.)