Prologue: Troubles at Red Larch.

Andrew. Sorry I meant to add that. You guys are 150 feet away from the cliffside.

While we wait for Breezy to roll init, Midnight, Vardo, and Falka can take their actions.

Shouldn't we post in order of Initiative to save confusion?

You can do that. But, since everyone's posting schedule is different, I've decided it would be more efficient to group the initiatives.
See the post in preliminaries. This was on the advice of people on this forum. If you guys would rather prefer exact initiative orders then we can try that.

EDIT: "Once rolled, the actual order of action will be on a group basis. As in, those players that go before a group of enemies may post their actions immediately before that group of enemies. Going in order of who posts first. Afterwards, the group of enemies will go. Then the group players that go after the enemies will post their action, and repeat as necessary if more than one group of enemies. I think this is a good compromise. If this method still bogs down combat, I reserve the right to change it to just pure group initiatives (one for players, one for enemies)."

I don't mind that so much, that makes sense given the schedules. I'm just saying that we don't know which group Breezy's gonna be in just yet, though if the order of posts within the group doesn't matter so much, it's not as much of a problem as I thought.

Yep. My thoughts exactly.

Just running out for a bit. I'll post Vardo's action soon. Just a quick question; can he see any targets/enemies?

The only target Vardo sees at the moment is the one in the tree. (Assuming Vardo moves in closer this round). There's a makeshift guard post up there that he can make out as he gets closer, camouflaged with leaves and giving the bandit half cover. He also spots a second guardpost (given his passive perception) in a tree across but no one is posted there yet. This gang of brigands seems well organized compared to your typical hodge-podge bandit crew.

I'll assume full movment, so you're now 120 feet from the cliff side, 100 feet from the guardposts and 60 feet from the surrounding bushes

Just for the record, what range is Yohna currently at? She went poking in the bushes after all.

You guys are all about 150 feet from the cliffside when the crossbow bolt flew. So at the start of the initiative everyone is about 150 feet from the cliffside, 130 feet from the guardpost and 90 feet from the bushes. Yohna haven't made it to the bushes yet. I mean she was in clear view of the guard (no stealth attempt).

Okay, that clears things up. I wasn't aware she hadn't actually made it to the shrubs.

That reminds me, Breezy, it seems you have gone unnoticed by the guard hiding behind some flora/tree (they have poor passive perception).

There's definitely sparse trees and flora around the dell that one could use as cover but while doing dash action in a straight line, you wouldn't get cover bonus from them as you'd have to zigzag around cover to cover. I suppose can dash in a zig zag pattern but then you wouldn't advance full 50 feet towards the brush. But at this distance, the light crossbow would get disadvantage on its attack rolls if that helps in your decision.