Sadly, I think the first (bad) reason is the real reason, in that Chuck is incapable of getting around his own ego as a named partner of a firm, who perceives that his perpetually-baby brother got into law by cutting corners and, further, exploiting the law for his own benefit.Chuck is opposed to Jimmy being a lawyer for two reasons. One bad reason, that he thinks Jimmy will never deserve to be his equal. And one good reason, that a con man with a law degree is dangerous.
The events of Breaking Bad fully vindicate his second reason. Walter required multiple people to enable him to go on as long as he did. Without that enabling, a lot less damage occurs.
Jimmy's ad is well produced but it fits his Saul persona more than Davis & Main. It has the opportunistic ambulance chaser stink, it doesn't look like something from a firm with prestige, and Jimmy knew it.
It should be pointed out that this show clearly demonstrates that Jimmy, at the beginning of his career, set out to follow in his brother's footsteps and honor the family business - honor Chuck. He's made a point of "doing the right thing" many times - efforts that Chuck was neither aware of, or turned a blind eye to, due to his own prejudice. Chuck never allowed himself to see what Jimmy was trying to do as honoring him in any way, but to be a continuous burden and bug in his side. God forbid Jimmy surpasses Chuck in his prowess of the law and rain-making abilities (like Sandpiper demonstrated he could do) - something he could not abide. The law was supposed to be "his thing", that Jimmy was perceived by Chuck as an interloper, or a charlatan, never taking it seriously because of his pre-law life choices as "Slippin' Jimmy". This led him to actively undermine Jimmy secretly at every turn, culminating in the Sandpiper debacle. I believe it was this lack of faith and constant passive-aggressive crushing of Jimmy's dreams on Chuck's part that ultimately led to Jimmy's descent into "Saul Goodman" - the amalgamation of the old and new. It's very much a "damned if you do, damned if you don't" kind of situation. Jimmy decided he'd had enough of "doing the right thing" - a realization he has recently embraced this season - and begun to do his own thing regardless of how he was perceived. The betrayal was made worse because Jimmy always helped his brother, by bringing him food, bringing him his mail and kindly supporting him through his difficulties with EM radiation and tinfoil hat issues.
The second (good) reason is the BS pretense that Chuck uses to justify his otherwise-unjustifiable actions. Yeah, Jimmy started off being a "bad seed", but Chuck's complete and thorough lack of faith is what I think finally pushed Jimmy to the dark side. But you could tell that, even in his time during Breaking Bad, he still had a nugget of humanity inside him. Yeah, he exploited people and situations beyond what most would do, but he still had a conscience, to a degree.
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