I like the idea. I've played in a few tabletop games where things like insight checks and perception checks are rolled in secret by the DM, so you don't know by the number if you succeeded or not - you just know what the DM tells you. It might be interesting to have something similar here where you can roll insight if you want and you always get (DC or other) information from it, but you don't get to see your insight roll and the accuracy of that information will vary depending on how well you did.
For people who already play D&D, I think this could be really cool. For folks who don't have a solid grasp of the underlying mechanics of the game, it might be a little confusing, so it would need to be explained in some way.
