Howard depends on Chuck. Way more than you'd think.
This is another thing on this show that's done in a very subtle way and that is why I did not notice it the first few times I watched it.
But this time I did.
Howard is dependant on Chuck.
First few times I watched BCS I thought Howard does Chuck's bidding cause he has so much respect for Chuck.
And maybe because of some father-son-like feelings.
Since Chuck is much older than he is and Howard's father and Chuck lead the firm before Howard even started there.
But now I've noticed that we never get any moments of "legal prowess" from Howard.
We get these moments from Chuck, from Kim, from Jimmy... where the character uses their skills as a lawyer and manipulator to bend things according to their will.
We don't see this mastery from Howard. So what is with that?
We also hear from many characters on the show (including Howard) how impressive Chuck is.
What do we hear other characters say about Howard? That he is very handsome.
I've come to realize Howard is great at managing people and being the face of HHM,
but he is not a great lawyer or at least he doesn't think of himself as a great lawyer.
We get scenes where Howard asks for Chuck's legal advice.
We get scenes where Chuck explains some legal situation and Howard is impressed, surprised and maybe even ashamed he didn't think of it.
We also get scenes where Howard wants to reap the reward of Chuck's work and making it seem like his.
There's that scene at Chuck's home before that hearing regarding Mesa Verde (where the 1216 thing happens) and Howard asks if everything is done and ready and when Chuck tells him everything's airtight Howard tells Chuck to stay home.
He makes it seem like he is just worried about Chuck's condition, but he keeps asking Chuck if there is any possible surprise or problem that causes Chuck to sit in during the hearing.
He's unsure of himself and his ability to handle things.
He only wants Chuck to stay home if he can be 100% certain everything's in order and he just has to stand (or sit) there during the hearing and do what he always does: representing HHM without actually doing much of the legal work.
So he definitely, definitely needs Chuck.
For his skills and the credibility. Having this famously great lawyer tied to the firm is important.
Howard doesn't think HHM can go on without Chuck.
On more than one level.
The credibility, as I said, but also financially. If Chuck were to demand the pay-out HHM is finished.
This explains why Howard is willing to do awful things for Chuck again and again.
Even though they're so against his nature.
Howard is a nice guy. But not very capable as a lawyer.
(or, as I said, he doesn't think he is and that is why he isn't trying)
It also fits into the character's feelings of being trapped.
Several times we get hints that he's not living the life he always wanted to live.
We get hints that he is suppressing a bunch of emotions.
Like those scenes where we get to see him "put on a smile" right before entering a room.
Or how he corrects his tie or suit before interactions with people.
Little signs he is very aware of appearances.
It also explains the huge respect Howard showed when learning how Jimmy managed to get his law degree.
Because he's thinking he could have never done that.
Maybe Howard only got where he was at the time because of the help he got from his father and Chuck.
The show certainly makes it seem that way.
We also learn that Howard would have liked to go his own path in that conversation with Kim in his office.
Where he lets his guard down for once.
In that conversation he reveals how his father made him join HHM.
And on his face we get to see a whole ton of grief and anger.
Just before he pushes it all down again and goes back to being "polished Howard".
Man, this makes the character even more tragic.
He felt trapped in his life. Bound by obligation.
Couldn't be himself.
And then the whole story with the drug addiction in the end falls right into place.
This is something that would make TOTAL sense for someone like that.