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In the opening lines of The Art of the Deal, Donald Trump claims that business and real estate deals are his “art form” (1). Unlike traditional artists, however, Trump’s medium is power and influence rather than paint or words. His deals are not simply transactions but performances, carefully crafted to enhance his reputation and expand his empire. Deals almost function as a means of emotional expression for Trump, becoming the means by which he communicates with the audience. The first few projects are a demonstration of his ambition, in which he must bend the truth occasionally to achieve his goals. The building of Trump Tower, Trump Castle, and Trump Plaza are suggestive of a more domineering, more confident figures, who is projecting his name into the world as an advertisement of his own greatness. Even the deals which go awry speak to some element of Trump’s personality which he would otherwise struggle to put into words. The issue with the rent-controlled building, for example, brings Trump into confrontation with people from a lower-income background for the first time in many years, transporting him back to the time when he worked alongside his father on such development projects.
Trump is a different person at this point, much more adjusted to the demands and the luxuries of the extremely rich, so being confronted with such a timely reminder of his familial past summons contradictions and conflicts within him as he battles against his current and former selves. This moment, though minor in the larger narrative, highlights an ongoing theme in the book—the tension between Trump’s self-perception as a self-made man and the reality of his inherited advantages. By talking the audience through the deal, Trump is able to show how much he has grown since those first few business deals with his father. Deals are an art form for Trump, in that he can use a deal as a canvas for his own emotional state. Rather than tell people how he feels, he uses a deal to illustrate the more complex and nuanced aspects of his character.
Deals are more than just an art form, however. For Donald Trump, they are also a weapon. Trump makes no attempt to disguise the way in which his combative personality does not sit well with everyone. In the book, the Mayor of New York emerges as the chief antagonist. Ed Koch embodies everything which Trump claims to hate, from corruption to bitterness to jealousy to government inefficiency. As such, each deal becomes an opportunity to take a shot at Ed Koch. When he is negotiating for Television City, Trump accuses Koch of potentially losing NBC to a rival state, thus damaging New York’s prestige. He has an interest in tax breaks for his own personal profit, but Trump publicly uses the deal as a cudgel with which to beat Koch.
The foremost example of this is the Wollman ice skating rink. Under Koch’s governance, the rebuilding of the ice rink is a huge failure. Trump spends pages excoriating the failure to build the rink as a prime example of why government cannot match private enterprise. In contrast, his projects are always delivered ahead of schedule and under budget. Trump puts together a deal to rebuild the ice skating rink in record time. Then, he puts together another deal to make the rink more profitable. This framing underscores one of Trump’s central assertions—that private business is inherently more efficient than government bureaucracy. His repeated attacks on Koch align with a broader theme in the book: Trump positioning himself as an outsider fighting against an inept political establishment. Each iteration of the deal is a blow against Koch and what he represents. Trump’s artistic expressions—his deals—are directed against his enemies.
Amid Trump’s discussion of deals as art forms, actual art is relegated to the background. The artistic elements of Trump’s projects, such as interior design and architecture, are not really considered on their artistic merits. They are simply window dressing for the deals themselves rather than the main focus of any project, driven by a desire to draw a luxury-seeking crowd rather than a passion for aesthetics. Trump has little interest in actual art, viewing it as something that is used by critics (such as those from the architecture sections of newspapers) as a way to criticize him. Trump believes that these people are using their art forms just as he uses his deals, as cudgels with which to hurt people rather than as means of artistic expression. This transactional view of art reinforces Trump’s broader philosophy—everything, including aesthetics, is valuable only insofar as it serves a purpose. In this case, art is either an asset to his brand or a tool for his critics to undermine him.
If there is an overarching message in The Art of the Deal, a lesson that Donald Trump urges his audience to understand, it is that there any publicity is good and often essential. Trump goes out of his way to court publicity in all its forms, talking to any media outlet that will listen and hosting press conferences for events which do not seem worthy of so much attention. Even when Trump is being criticized in the press, such as when architecture critics from major newspapers criticize his vision, he gleefully quotes them in his book. Their criticism does not matter; he is delighted that they are talking about him. As he states in the book, “from a bottom-line perspective, bad publicity is sometimes better than no publicity at all. Controversy, in short, sells” (176). This idea—that visibility itself is a form of power—has been a common strategy in business and media-driven industries. By keeping his name in circulation, Trump ensures that he remains a key figure in public discourse, regardless of whether the attention is favorable.
While Trump believes in the fundamental importance of publicity and PR as a cornerstone of the business world, others do not. Often, when Trump criticizes his rivals, he does so because they have failed to understand the importance of encouraging media attention. The Museum Tower opens as a similarly lavish rival to Trump Tower, he says, but they absolutely failed to generate any publicity about the project. As a result, Trump Tower emerged as the obvious winner in the rivalry. Likewise, developers like Franco Macri struggled to get their development projects off the ground because they failed to court the attention of the press. After making his mark by establishing himself in the press as a media personality, Trump makes sure to never forget this. His most urgent message throughout the book is that any budding businessperson needs to get people talking. This philosophy extends beyond real estate, as Trump applies it to a variety of ventures, from casinos to sports ownership. His approach suggests that generating public interest can be as critical to success as the quality of the business itself.
The many successes described in The Art of the Deal are contrasted with the rare failings. When Trump does delve into his less successful projects, he blames the marketing and publicity for these failures. When he describes the USFL, for example, he is disgusted with the way in which the league marketed itself. Once he became the owner of the New Jersey Devils, his first course of action was to get people talking about the league. He recruited big stars and declared war on the NFL, a media campaign that was designed to reverse the failings of his media-shy fellow owners. Trump believes that he did what he could to arrest the narrative of the league, but blames his failure on other people’s inability to court publicity. This reinforces his belief that media perception can shape the trajectory of an enterprise, sometimes outweighing internal management or financial realities.
The issue with the rent-controlled tenants is slightly different. Even though he employed his typical approach of talking often and loudly to the press, Trump could not get a hold of the narrative. He came out looking like the villain, even though he goes to great lengths in the book to explain why the narrative of the greedy landlord against the poor tenants is not quite accurate. That he is still trying to correct this narrative hints at how much this failure in publicity grates, as Trump lost in the court of public opinion. This is the only instance of his belief in the importance of publicity backfiring against him. Rather than proving him wrong, however, Trump believes that he was simply outmatched by people who handled the publicity better rather than any moral or legal failure on his part. This example underscores a recurring challenge in business and politics—while controlling a narrative can be powerful, certain stories take on a life of their own in the public sphere.
The importance of publicity to the Trump ethos is that it creates a self-sustaining cycle. Once Trump has established himself as a man who gets things done, then this is the way the media talks about him. He may be controversial (though only alludes to it in passing), but he is talked about. When he is asking the New York government to allow him to handle the redevelopment of the Wollmann ice skating rink, for example, the press that he has courted for so long takes his side against the Mayor. Trump places himself at the center of the media frenzy and rides the wave; since his has talked about himself as a powerful real estate developer who will not be encumbered by criticism and regulations, this is the framing that the media uses when he suggests that he cut through the red tape that has held back the Wollmann project for so long. The image that Trump has created through the press is what lands him the project, which then allows him to dominate the press and bolster this image further. The cycle continues, carrying Trump from project to project rather than vanishing into obscurity. This self-reinforcing dynamic reflects a broader trend in media culture, where figures who command attention—regardless of the reason—often maintain influence simply by remaining in the public eye.
More than a business guide, The Art of the Deal is a carefully curated narrative that serves to construct and reinforce Donald Trump’s public image. The book is a hybrid of memoir and business philosophy, offering readers an inside look at Trump’s most notable deals while also cultivating the myth of his larger-than-life persona. Though it is structured around his professional career, the book offers little insight into Trump’s personal life beyond its relevance to his business ventures. His father, for instance, is not portrayed as a family figure but as a rival and precedent to surpass. Even as Trump recounts his biggest successes, his self-presentation takes precedence over historical accuracy or objective analysis. The book is not simply about the mechanics of dealmaking—it is about cementing Trump’s status as the ultimate dealmaker.
Rather than a clear-cut memoir, The Art of the Deal purports to offer an insight into the life and the deals of one of the most famous businessmen in New York. In Chapter 1, Trump walks the audience through a typical week in his life. His day-to-day operations are broken down by the hour, allowing the audience to vicariously experience the excitement of being Donald Trump. This is what the life of a high-powered executive is like, the book suggests, and the audience can glimpse briefly into the lavish lifestyle of a man who is considering buying a private jet or taking ownership of an American stalwart like Holiday Inn. In Chapter 2, Trump attempts to codify his approach to business. He sets out a list of ideals, seemingly a guidebook for those who want to succeed in business. At the same time, however, the book suggests that business acumen is an innate quality rather than a learned skill. Trump claims that dealmaking is an artform and only a few people are born with the talent required to make it work. Even those who follow the guidelines, he implies, may not be able to achieve his success unless they are inherently inclined towards this mindset. This creates a tension within the book—on the one hand, it offers a framework for success, yet on the other, it implies that only certain individuals are truly capable of mastering it.
As the book unfolds, The Art of the Deal becomes a close examination of a series of deals from the perspective of one of the parties. Trump walks the audience through these deals in greater detail than he talked about his own life, while also breaking many of the guidelines he set out earlier in the novel. Though each chapter focuses on a different deal, the coherent image that emerges from them all is the public persona of Donald Trump. The Art of the Deal is part of the construction process for Donald Trump the media figure, with the description of each detail adding an extra layer to the presentation of Trump the personality. Even the moments that might be perceived as failures—such as the struggles with the USFL or the resistance from rent-controlled tenants—are reframed as either learning experiences or evidence of Trump’s perseverance. In this sense, the book is a series of anecdotes about Donald Trump’s deals, but always seen from his perspective. Ultimately, the book is less about practical business strategies and more about the myth-making of Donald Trump as a figure of success and relentless ambition.
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