[sblock=ooc on dice rolls]So it looks like we didn't hide the cows, which is fair enough. They are cows. But for future rolls, (and I'm saying this to us all) I think we need to work things to our better advantage. I agree that it makes sense to use the "helping" rule -- that if there's anyone trained and around to help, you gain advantage, and with the roller you just roll twice. If it turns out the DM doesn't agree that there's advantage, then we just use the first of the two rolls. But if trained help is available, then we get the better of the two.
So in this case, Overton isn't proficient in land vehicles, but he was in animal handling and stealth, and could have given help in both. It wouldn't have changed either of these results (assuming the same roll numbers), so it's all good anyways. But for the future, we should be aware whether we are better as the helper or as the doer. Henry would have had +5 for both of those rolls, so he certainly can help, and maybe could have been the doer.
But I think some sort of SOP should be set up, since with an online game, it's often catch as catch can, as we're all i different time zones, etc. Just some thought on a Sunday afternoon.[/sblock]