In music, vamping means: fill time by doing the same basic thing. And because with fine clothes you can pass any of these tests, there’s a case for doing every one of these options… because some turns, you wanna pass a lot of tests!
The best combo here is with Gregory Gry. Put him into play (either as an action, then ending your turn with calling in favors, or with Hit and Run, to use him again later.) Use other cards to boost your tests. Rogues have dozens of over succeed tools. Bet money on succeeding, and earn a ton of pocket change as you evade, damage, undoom and earn a clue. Extra fun for Trish (who can turn the one clue into two), or anyone with dirty fighting, who can turn the evade into a free attack. It also stacks with the .25 pistols. In the most buckwild configuration, Chuck Fergus lets Trish play this fast. She gets eight net resources for hitting and running with Greg. Then get two clues from enemy. Then either removes a doom and evades it (shooting it three times with your 25s and dirty fighting, four times with haste…). For zero actions. Or with your bonus action if you’re the Countess.
Your teammates check their watches. You still have actions left.