J.Crew Means Business (Sort Of)
Review of J.Crew Fall 2026 Ad Campaign by Film Director Martin Herlihy and Photographer Luke Gilford with models Ben Marshall, John Higgins, and Martin Herlihy

J.Crew is suiting up for fall with a campaign that takes its tailoring seriously, even if its stars are constitutionally incapable of doing the same. Titled “We Take Suiting Seriously,” the campaign enlists comedy trio Please Don’t Destroy, comprising Ben Marshall, John Higgins, and Martin Herlihy, to bring their signature brand of absurdist humor to the decidedly grown-up business of getting dressed. Photographed by Luke Gilford and accompanied by a comedic short directed by Herlihy, the project finds an entertaining middle ground between sartorial sophistication and workplace incompetence. The premise is simple: three funny guys, three impeccable suits, and absolutely no guarantee of professional behavior.
The accompanying film follows the trio through their first day working at J.Crew’s Suit Shop on Bond Street, where their collective understanding of customer service proves considerably less refined than their wardrobes. Questionable measuring techniques, dubious styling advice, and an eagerness to close shop before lunchtime transform the familiar rituals of suit shopping into a comedy of errors. The humor is characteristically deadpan, relying on the group’s established chemistry and talent for making ordinary interactions increasingly ridiculous. Rather than treating comedy as a distraction from the product, J.Crew makes the contrast between the trio’s questionable qualifications and their impeccable appearance the central joke. They might not know what they’re doing, but they certainly look the part.

Gilford’s accompanying photography transports the action to New York’s Financial District, drawing on the visual language of 1990s corporate culture with a distinctly contemporary sense of irony. Against weathered stone facades, imposing architectural details, and narrow city streets, the trio appears in an assortment of sharply tailored suits, patterned ties, and polished loafers, accessorized with briefcases and the occasional unwieldy stack of paperwork. The imagery evokes the hurried, self-important energy of Wall Street, but its protagonists are hardly masters of the universe. Exaggerated expressions, awkward gestures, and moments of physical comedy undermine the authority traditionally associated with corporate dressing. A briefcase becomes a prop for slapstick, a payphone the setting for an apparent professional crisis, and a perfectly respectable suit the uniform of someone who may or may not have any business wearing one. The slightly grainy, muted photography reinforces the nostalgic atmosphere without allowing the references to overwhelm the campaign’s playful personality.
Crucially, the clothing holds its own amid the comedy. J.Crew’s Ludlow, Crosby, and Kenmare suits offer three distinct approaches to contemporary tailoring, from streamlined sophistication to a more relaxed, easygoing silhouette. The styling leans into the enduring appeal of traditional menswear, with paisley ties, crisp shirting, and classic leather accessories providing a polished counterpoint to the trio’s increasingly unserious behavior. There is something particularly effective about presenting these familiar wardrobe staples through personalities who seem perpetually uncomfortable with the responsibilities of adulthood. The campaign subtly reframes suiting as something approachable rather than intimidating, suggesting that looking sophisticated need not require taking oneself quite so seriously. In doing so, it also reinforces J.Crew’s longstanding ability to make classic American style feel accessible, versatile, and relevant.

Celebrity-driven comedy campaigns can easily become exercises in borrowed cultural capital, where the personalities eclipse the products they are ostensibly promoting. Here, however, the collaboration feels unusually well matched. Please Don’t Destroy’s particular brand of awkward, self-deprecating humor lends itself naturally to the anxieties and aspirations associated with wearing a suit, particularly for a generation navigating the increasingly ambiguous expectations of professional dress. The concept is not entirely groundbreaking, and the familiar visual shorthand of briefcases, payphones, and harried businessmen offers few surprises. Yet its execution demonstrates a welcome understanding of both the talent and the brand, allowing each to operate comfortably within its own strengths. The result is a campaign that feels entertaining without becoming gimmicky, nostalgic without appearing dated, and commercially focused without sacrificing personality.
Ultimately, “We Take Suiting Seriously” succeeds because J.Crew understands that the best way to sell a serious wardrobe might be to loosen the tie a little. By pairing timeless tailoring with contemporary comedy, the campaign makes a persuasive argument for the continued relevance of the suit, not as a symbol of rigid professionalism, but as a versatile expression of personal style. Marshall, Higgins, and Herlihy may be hopelessly unqualified for their fictional positions, but they prove remarkably convincing as ambassadors for J.Crew’s approach to modern menswear. The business of dressing well, it seems, is no laughing matter. Everything else is fair game.















Film Director | Martin Herlihy
Photographer | Luke Gilford
Writers | Ben Marshall, John Higgins, Martin Herlihy, and Brady Lees
Models | Ben Marshall, John Higgins, and Martin Herlihy