Director of Operations

Requirements

• 5-7+ years of progressive operational leadership experience in premium hospitality, amenity management, wellness services, or related fields. At least 2-3 years managing multi-site portfolios or regional operations.
• Demonstrated success executing large-scale rollouts, change management strategies, and end-to-end learning and development (L&D) programs across a distributed footprint
• High tech-literacy and systems fluency. While advanced proficiency in G Suite (sheets, decks, dashboards) is required, you must also be highly comfortable learning, documenting, and teaching proprietary software, collaborating with product teams, and leveraging tools like Slack and ticketing systems to optimize workflow
• Strong financial acumen. Demonstrated proficiency in creating proformas, financial models, and analyzing P&L statements

Additional Information

Salary Range: $110-120k + Equity Eligibility Benefits: FREE employee-only medical coverage, a 4% employer 401(k) match, and FREE short-term disability. Other incredible benefits HERE. Location: Chicago, IL or Houston, TX Reports to: Chief Experience Officer Mission The Director of Operations is responsible for empowering host teams to deliver exceptional, client-centered services that foster connection, well-being, and longevity, ensuring high-quality experiences at scale. This role plays a key part in sustaining and scaling Playbook's site operations across our core service lines: fitness center management, hosted meetings and events, tenant and public programming, food & beverage operations, and concierge services. The right person will speak the language of operational rigor, but understands the soul of premium hospitality. Lasting Impact As a result of your time in this role, you have helped shape and define the future of work. You have enabled our host teams to do what they do best: spark connection, enhance well-being, and unlock productivity for thousands of people in office spaces across the country. You led Playbook to become a lasting fixture in commercial office buildings.

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