As the black Cadillac carries the Boss out of Mason City in Chapter 1, Jack has a flashback to 1922, when he first met Willie. The scene takes place in Slade's, an illegal bar in Mason City that was often the site of political dealings. Jack, already in the bar's dark back room, sees Willie come in and already knows that their futures will intertwine:
Fate comes walking through the door, and it is five feet eleven inches tall and heavyish in the chest and shortish in the leg and is wearing a seven-fifty seersucker suit which is too long in the pants so the cuffs crumple down over the high black shoes, which could do with a polishing, and a stiff high collar like a Sunday-school superintendent [...]. It just comes in like that, and how are you to know?
Jack depicts Willie as "fate." This is, on its face, an instance of personification, as Jack depicts fate, the abstract concept, as a nearly six-foot-tall man in a seersucker suit. But the reader knows, in the context of the chapter, that Jack is referring to Willie. This presents Willie as fate, which makes it a metaphor: when Jack sees Willie enter the room, it is as if he sees his own future enter too. Jack understands, even at this first meeting, that Willie was an ambitious and powerful man, already possessing the qualities that would drive him to success in the future: "Metaphysically he was the Boss, but how was I to know?"
This passage also gives the most thorough description of Willie to this point in the book. Jack describes Willie's physical appearance and his clothes: Willie's suit doesn't fit and looks cheap. Jack says it cost only $7.50, about $140 in 2024 dollars, extremely inexpensive in a time before widespread mass-produced formal wear. But, with the clarity of hindsight, Jack understood that even this less glamorous version of Willie was still destined to be the boss. This is quite unusual for Jack. Normally, Jack doesn't believe in things like fate. But Jack's devotion to Willie, writing after his death, supersedes his atheistic worldview.
As he campaigns for governor in 1926, during Chapter 2, Willie gives a speech in Upton, a fictional town "in the western part of the state." The night before the speech, Willie drank a whole bottle of whiskey, his first time drinking in his life, and passed out on Jack's bed. Needless to say, Willie is now quite hungover, and Jack has attempted to cure him by giving him yet more to drink. Jack and Sadie watch with trepidation as Willie, "sweating and swaying and speechless, in the hot sun," attempts to begin his speech:
"He's on the ropes," Sadie said.
"Hell, he's been on 'em all morning," I said, "and lucky to have 'em."
She was still looking at him. It was much the same way she had looked at him the night before when he lay on the bed in my room, out cold, and she stood by the side of the bed. It wasn't pity and it wasn't contempt. It was an ambiguous, speculative look. Then she said, "Maybe he was born on 'em."
Sadie, hopelessly in love with Willie but disappointed in him at the moment, describes him using a boxing metaphor so common that it is an idiom: Willie is "on the ropes." She means that Willie seems nearly defeated, like a boxer pushed to the edge of the ring. Then, Sadie's "ambiguous, speculative look" at Willie comes to clarity: "Maybe he was born on 'em." Sadie realizes that Willie understands a fact that no one else, even his closest confidants, does: Willie has always been "on the ropes," always on the edge of failure. This is why Willie feels that he must always go all-in, expend all energy, and do anything possible to succeed. In Willie's mind, he is always on the ropes, so he always needs to fight back as hard as possible.
After this, in typical Willie fashion when on the ropes, he surprises: Willie manages, despite his inebriation, to give a rousing and convincing speech, off the cuff, which will launch his political career and help to make him famous in the state, leading to his future election as governor. Sadie's use of the metaphor of "on the ropes" thus reveals a deep part of Willie's character, demonstrated immediately afterward.
Willie is slow to realize, in Chapter 2, that his candidacy for governor in 1926 is a setup by the Democratic Party. Willie still gives his speeches boldly and earnestly, but he doesn't understand that he was set up to run as a joke, set up by MacMurfee to foil Harrison. At this point in the campaign, Louisianans have started to lose interest in Willie's message, but he doesn't see the reason. Jack describes the still-vital Willie through simile:
If a man ever had a right to look worried, it was Willie. But he didn't. He just looked like a man in a kind of waking dream, and when he walked out on the platform before he began talking his face looked purified and lifted up and serene like the face of a man who has just pulled out of a hard sickness. But he hadn't pulled out of the sickness he had. He had galloping political anemia.
Willie certainly does not seem like someone who has given up on his campaign just because his crowds are less interested in him. He looked "like a man in a kind of waking dream," "a man who has just pulled out of a hard sickness." Willie actually looks, assumedly, approximately the same as he always has, but Jack describes his vitality and political vigor through these similes.
But Jack presents these similes ironically. Willie appears to have "pulled out of a hard sickness," based on his continued energy in his speeches. But in reality, Jack says, Willie has another illness, which Jack uses as a metaphor: "galloping political anemia." Jack implies that Willie's lack of support from the party is like having a lack of iron in the blood, causing fatigue and loss of strength. There is a more subtle irony and foreshadowing from Jack here, too, as this episode will cause Willie to descend into another "sickness": alcoholism, which will follow him for the rest of his life.
Visiting Willie at his office in the capital in Chapter 3, Jack finds the Boss telling off a disobedient government official. Jack uses a violent metaphor to describe how Willie keeps other politicians in line:
I saw the Boss in shirt sleeves, [...] a forefinger in the air in front of him as though it were the stock of a bull whip. Then I saw what the snapper of the bull whip would have been flicking the flies off of if that forefinger of the boss had been the stock of a bull whip: it was Mr. Byram B. White, State Auditor, and his long bony paraffin-colored face was oozing a few painful drops of moisture and his eyes reached out and grabbed me like the last hope.
These visually rich and physically violent images establish Willie's violent approach to defending morality in his office. In this passage, Willie was berating Byram B. White for embezzling state funds. This is both morally wrong and threatens a possible public inquiry. It is typical of Willie that he is so focused on his image, and on preventing scandal, that he is willing to resort to any degree of coercion and verbal abuse to keep order. Jack describes this with the metaphor: Willie gestures as though he were holding a whip. As a southern White man, this immediately associates Willie with the image of a slaveholder, a brutal image for Willie's method of political control.
In Chapter 5, Jack researches the Irwin case and digs deep into the judge's past. Slowly, he starts to figure out the story of the bribe that got Irwin hired by the American Electric Power Company: "I was not prepared to say that I knew what God and man are, but I was getting ready to make a shrewd guess about a particular man. But just a guess." Jack describes his findings using a delicate metaphor:
I plucked the flower out of its cranny and discovered an astonishing botanical fact. I discovered that its delicate little root, with many loops and kinks, ran all the way to New York City, where it tapped the lush dung heap called the Madison Corporation. The flower in the cranny was the Southern Belle Fuel Company. So I plucked another little flower called the American Electric Power Company, and discovered that its little delicate root tapped the same dung heap.
Jack describes his research process as pulling up a little flower, which represents a small fact. Here, that small fact is that Irwin foreclosed on his plantation only a couple of weeks before a "final reorganization" at American Electric. Then, Jack follows the long root of that little flower to the source of the situation. Here, Jack learns that Southern Belle and American Electric were owned by the same corporation, which leads him to suspect the source of the bribery that moved Irwin to his lucrative position at American Electric.
This metaphor is a typical case of Jack's sarcastic, caustic tone, especially when describing those with whom he disagrees. His contempt is evident in the verbal irony with which he refers to the grand Irwin conspiracy as a "delicate little root." This metaphor also plays off a common trope that information, especially illicit political information, is represented by "dirt." Here, Jack follows a root through that dirt to find his information. Compare this to an earlier image when Jack learns from Adam that Irwin was once broke. Jack says of his tip from Adam that he "speared it up from deep mud." Willie assigns Jack to look for "dirt" on Irwin, a metaphor which Jack, as a narrator, utilizes multiple times in different ways.
After Willie learned that Judge Irwin, a powerful political figure, endorsed the Democratic primary challenger in the Senate election, the Boss enlists Jack to find dirt on Irwin. Jack's early attempts involve asking many different people whether Irwin had ever been broke, hoping to find evidence of bribery or other corrupt dealings. Visiting the Stanton home in Chapter 5, Jack asks Anne about Irwin, and the two have an argument, as Anne doesn't approve of Jack trying to dig up dirt on such a respected figure. Then, Adam enters cheerfully and, typically, doesn't notice that a shouting argument has just taken place. Aiming to avoid another argument, Jack springs his question on him:
"Look here," I said quick, "way back yonder, any time, was Judge Irwin ever broke? Bad broke?"
"Why, no—I don't know—" he began, his face shading.
Anne swung around to look at him, then sharply at me. I thought for an instant she was about to say something. But she didn't.
"Why, yes!" Adam said, standing there, still hugging the parcels.
I had speared it up from the deep mud.
Jack, at last, has a tip for Willie toward some dirt on Irwin, because Adam has revealed (and explains in detail after this) about how Irwin once talked to Adam's father, the Governor, about money problems. Jack uses a quick metaphor to describe this coup, describing it as a fish he has finally caught: "I had speared it up from the deep mud." The implication is that only with great skill was Jack able to procure this information about Willie from such an obscure source as Adam. The metaphor is not very kind to Adam: it refers to his memory as "deep mud." Note as well that this is one of many violent political metaphors in the book. Political success, such as this gathering of information against an opponent, is usually described in Jack's narration using some kind of bodily violence, like Willie's "bull-whip" of verbal abuse against Byram B. White. To Jack, political victories are analogous to victories in physical altercations.
Much of the novel is concerned with Jack looking for dirt on Judge Irwin. In Chapter 5, Jack uses a metaphor to describe how he seeks information from the Stantons:
When you are looking for the lost will in the old mansion, you tap, inch by inch, along the beautiful mahogany wainscoting, or along the massive stonework of the cellarage, and listen for the hollow sound. Then upon hearing it, you seek the secret button or insert the crowbar. I had tapped and had heard something hollow. "But, oh, no," Anne Stanton had said, "there is no secret hiding place there, that is just where the dumb-waiter goes."
But I tapped again. Just to listen to that hollow sound, even if it were just the place where the dumb-waiter went.
Jack uses this extended comparison to an old house to describe his investigation. Jack found out from Adam, just before this, that Irwin was broke some years ago. Anne tries to convince him that that does not imply any kind of corruption, only that Irwin didn't have money. But Jack's suspicions compel him to keep looking, like someone looking through a mansion for a "lost will."
Jack, as is his way, paints a lovely image of this imaginary old mansion, depicting a well-appointed structure probably reminiscent of the large, stately estates that Jack remembers from his upper-class childhood in Burden's Landing. Many of his metaphors exist to inject the story with aesthetic beauty. The metaphor is also an accurate description of his search for information for Willie. When searching an old house, one must follow small leads, like a hollow sound, to big results. In much the same way, Jack says that he has to follow the idea that Irwin was broke, despite Anne Stanton telling him it was nothing, and that the hollow sound was just the "dumb-waiter." Even still, Jack taps again, showing his perspicacity and perseverance.
In Chapter 6, Tiny tries for the umpteenth time to convince Willie to build the new hospital, his political pet project, on a crooked contract with Gummy Larson. After Willie rebuts Tiny yet again, Willie and Jack discuss greedy politicians in the Boss's office:
"Christ," [Willie] said, almost pettishly, "can't he understand I don't want him messing round with this thing?" And he shoved at the blueprints again.
"What do you expect?" I asked. "There's six million dollars involved. Did you ever see the flies stay away from the churn at churning time?"
"He better stay away from this churn."
Jack describes, metaphorically, people like Tiny as "flies" that flock to the "churn." In other words, Tiny and politicians like him are parasitic scavengers, looking for personal benefit from any political endeavor. Jack continues his usual stance of describing politics, with its dishonesty and avarice, with dirty and repellent metaphors. Notably, though, this metaphor also depicts Willie's hospital project as churning butter. This is a feminine, matronly task, and while Willie is usually unabashedly masculine, Willie immediately accepts the metaphor and refers to his project as a churn himself.
This passage is followed by Willie's most intense defense of the hospital project in the book, as he drunkenly muses about how the Willie Stark Hospital will be his great and final project. This fly metaphor seems to spur Willie toward this tirade. The Boss shows that his contempt for greedy politicians is not an affectation or a political front; he truly cannot stand flies like Tiny, who "better stay away from this churn."