JohnSnow
Hero
I have mixed feelings about Kelsey’s decision to use advantage to reflect skill bonuses in Shadowdark. Because while I appreciate the elegance of it, it takes away the reason I loved Advantage/Disadvantage in 5e in the first place, which is that one can do away with tons of fiddly “circumstance modifiers” and just factor decide “Should this check occur with Advantage or Disadvantage, or just be rolled straight?”You don't need to base it on actual granular skills, though.
In Shadowdark, characters get advantage on anything they might reasonably be able to do, based their background, class or ancestry. Those three axes provide plenty of differentiation among fighters and no one needs to be worrying about how many points they put in Climb and if they can afford to put any points into Heraldry.
Kelsey hints at, but doesn’t fully develop, another layer of granularity when she talks about “Setting DCs” (p. 107): “When determining the difficulty of a task, take the creature into account. Finding the trail in a sunny field would be an easy task for a forest elf with tracking skills, but it would be a hard task for a sun-dazzled cave troll.”
A pretty basic and robust skill system (à la tags in Daggerheart or Legends in the Mist) could be developed from this, but doesn’t currently exist.
100% agreed.D&D has had backgrounds since at least the 1E DMG but never really leveraged them well until 5E. Something like the Shadowdark system could have been implemented long ago without adding significant complexity to the game -- certainly less than non-weapon proficiencies and later skills added.

