They are in the all bard party with Wayne, Opera Man, and Diondre Cole.What, no Jake and Elwood as Bards?
In the real world difficult tasks aren't ones that are failed by the general population - these are tasks they never even attempt. If they did attempt them they would likely fail but they don't. However, difficult tasks are also tasks the expert is just going to succeed at unless externally pressured.
Perhaps the take away is that in 5e it is too difficult to become an expert at something.
I'd argue that an expert would have Reliable Talent and can't roll less that a 10.
A NPC could have 2 HD but Expertise and Reliable Talent in their main occupation. The town baker wont ever burn their bread under normal circumstances. Even the harder breads. Because the town baker's minimum roll is 15 (10+4+1)
A PC is not only the same track as a NPC.They need 3 or 4 times as many levels for the same skill.