Two by Five Hospitality jobs and careers

About Two by Five Hospitality

At Two by Five Hospitality, we build from the inside out—starting with our people. We’re a Chicago hospitality group rooted in care, creativity, and community. Founded by Chef Jenner Tomaska and Creative Director Katrina Bravo, our mission is simple: nurture a team-first culture where soulful service and extraordinary experiences come naturally. When our team feels seen, supported, and inspired, that energy flows outward—into every dish, every interaction, every guest connection. As a growing Chicago restaurant group, we’re proud to shape restaurants that do more than serve food. Each concept—whether the boundary-pushing, Michelin-starred Esmé, the effortlessly charming Byrdie’s, or the soon-to-open Petite Edith—reflects our belief that joy is intentional, and hospitality is human. We’re not just creating restaurants. We’re building spaces where people feel something.