Teams at The Calendar Group

Provides proactive, high-level administrative support to a CEO and VP of Operations across multiple businesses. Responsibilities include calendar and communication management, domestic and international travel coordination, meeting and presentation support, follow-up tracking, project administration, gatekeeping, and anticipating executive needs. The role requires discretion, adaptability, strong technology skills, independent judgment, and flexibility for occasional travel and communication outside traditional business hours.

Lead day-to-day operations as the Founder’s execution partner, translating priorities into plans, systems, workflows, KPIs, and accountability structures. Build and develop teams, oversee recruiting and employee development, maintain visibility across production, manage budgets and forecasting, coordinate vendors and advisers, and support new business and revenue initiatives. The role is responsible for scalable organizational growth while reducing the Founder’s operational involvement.

Support a CEO by managing personal calendars, appointments, travel, reservations, errands, events, and daily logistics. Coordinate closely with the Household Manager, adapt to changing priorities, handle sensitive information discreetly, and respond to time-sensitive requests outside standard hours. The role includes occasional domestic and international travel and requires exceptional organization, communication, judgment, follow-through, and flexibility.