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Esquire is a modern luxury steakhouse on Oak Street in Chicago’s Gold Coast, renowned for its Wagyu program and wine list. This role leads a service zone, coaching premium wine, sake, and A5 wagyu; ensuring superb tableside presentations and timely service across micro-units.
The position emphasizes guest focus, composure under pressure, and a strong knowledge of service steps, with a path to on-site leadership and guest excellence.
Location: 58 East Oak Street, Gold Coast, Chicago, IL Employment type: Full-time Classification: Salaried, exempt Reports to:General Manager
Esquire is a 265-seat luxury steakhouse in Chicago’s Gold Coast where Japanese precision meets French technique — anchored by an elite Wagyu and seafood program, a four-level Wine Tower, the OakShō omakase counter, and the invitation-only Maison 58. We hold an uncompromising standard and hire people who want to set it, not just meet it. Esquire is operated by M Street Collective, the group behind Nashville’s Virago, Moto, Kayne Prime, and Saint Añejo.
Owns a service zone and the units within it — the closest manager to the guest and the Captain-led teams in the moment. Service Managers protect quality and consistency micro-unit by micro-unit, and actively drive revenue: coaching premium wine, sake, and A5 Wagyu sales and reinforcing the tableside presentations that lift check average.
$74,000 to $100,000 per year, paid as an annual salary (market-aligned). The final offer is confirmed in writing. This position is eligible for a performance bonus as a component of total compensation.
Esquire is a modern luxury steakhouse on Oak Street in Chicago’s Gold Coast — Japanese precision built on a French foundation, anchored by an elite Wagyu program and a seafood-and-sushi program that earns equal billing. Across a 265-seat dining room, a four-level ~5,000-bottle Wine Tower, the Trophy Room, the invitation-only 58 Club, and the OakShō omakase counter, it delivers omotenashi-inspired hospitality and culinary theater in a vintage-Hollywood setting.
M Street Collective is the hospitality group behind Esquire, with operations in Nashville and Chicago. Built on four pillars — quality, consistency, hospitality, and innovation — and a commitment to innovation, leadership development and world‑class training, the Collective creates restaurants and experiences defined by an uncompromising standard and genuine, anticipatory care.
M Street Collective is an equal opportunity employer. We consider all qualified applicants without regard to race (including traits associated with race under the CROWN Act), color, religion, sex, pregnancy, sexual orientation, gender identity or expression, national origin, ancestry, age, marital or family‑responsibilities status, disability, military or veteran status, citizenship or immigration status, arrest or conviction record (as limited by law), credit history, genetic information, or any other characteristic protected by federal, Illinois, or Chicago law. Consistent with the Illinois Job Opportunities for Qualified Applicants Act, we do not ask about criminal history on the application, and we do not ask about salary history. Reasonable accommodations are available for applicants with disabilities, for pregnancy and related conditions, and for religious observance — contact People Operations. This position is performed in Chicago, Illinois.
2 years: Lead or supervisory FOH role in upscale dining
Demonstrated premium-beverage and upsell coaching; command of steps of service
Composure and warmth in a fast, high-expectation room
Cert Food Protection Mgr
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.