Watching the Daily Dota, and wondering why Brad doesn't put more effort into keeping his health up. The enemies can see his low health, so when he pushes a little too close it's no surprise they rush him for a gank. Not keeping yourself topped off when possible is just playing with fire. Even when I'm solo laning, I find that most players won't rush me when I'm at full health unless I push my luck, probably because they think it's a trap. Then I usually play a ranged hero so escape is easier.
Having only played a few bot matches myself I'm not the best to answer but Huskar has the passive that causes him to attack faster and harder (though damage buff is changing to magic resist with the patch?) as he gets lower in health. So Huskar is somewhat better with less-than-full health.
But why does he go in too deep by himself? Or go in too deep with low health and with no real goal in mind (meaning he's not even paying much attention for last hits)? No good answer. Especially since it's common on most all his heroes so he just ends up feeding.
Someone that plays could probably offer better commentary on it. I'm terrible in the five-ish bot matches I played (ask the random, kind GAF player that played with me to confirm how garbage I was) so I really could be wrong on some of the things.
It's kind of silly. Brad tends to be too aggressive in situations that he shouldn't be yet extremely apprehensive in team encounters when generally he should be with everyone else and instead he's farming jungle or turning and running when everyone else is going in for the fight. It'd make more sense if he was always aggressive or always skittish but instead it's the opposite for both situations.
Edit: Today's Dota was extremely frustrating to watch due to the team as a whole doing fairly poorly together. Crispy is obviously a skilled player and between him, Pascual, and Kessler they should be able to cover some quick and dirty basic ideas for the team to go with in each match. Obviously things will change so the plan would change accordingly, but consider the match with them telling Brad like 25 minutes in that he should focus on Crystal Maiden after he practically committed suicide by jumping on Pugna. Well, even if he went for CM at that same moment I'm sure he would have died (wasn't he jumping in solo vs. multiple enemy players?) but it would have been pretty easy to set a priority for Brad at the start as well as some general focus of who should be getting what items, etc. Consider the comment that Kessler made about how much time passed and nobody still had purchased something after they had already discussed it prior (wards or dust? Can't recall).
Overall I bet going through most all the games they've played on Daily Dota that any game that the enemy can't shut down Crispy is when they win and anytime Crispy is shut down they lose. And to a lesser extent Pascual. Too much hinges on them being able to get all the kills (I'm going to guess they mostly pick carry characters?) but I have to imagine that with proper conversation and planning they should be able to counter those situations instead of getting crushed. Bah, this is really too deep for me considering my knowledge comes almost purely from the past few weeks of watching Brad play.