As long as it's not prohibitively difficult, I can't see the downside to getting three guaranteed chances through gold chests instead of 1-2 per Expert run.
By the way, is anybody else constantly short of Emerald Feathers? The little crappy ones all the way on the left in the Material Exchange. I have a billion of everything else and like 20 of those maximum at any given time, I feel like I'm gonna end up running Beginner all day on the last day just to get enough to trade with my upper-level materials.