Executive Assistant & Operations Coordinator

Lily and Fox•Arlington Heights, IL
•$80,000 - $110,000•Onsite

About The Position

Lily and Fox is hiring an Executive Assistant & Operations Coordinator to serve as a strategic partner and trusted right hand to CEO Sean Barry. The role supports the CEO’s professional and personal priorities, protects his focus, and helps the business scale by organizing workflows, coordinating people and projects, and anticipating needs. It is an on-site, full-time position.

Requirements

  • Be assertive, polished, high-energy, and highly organized.
  • Demonstrate ownership, initiative, attention to detail, and a bias for action.
  • Be able to bring structure to chaos and anticipate needs proactively.
  • Exercise thoughtfulness and discretion.
  • Be able to switch between business and personal coordination tasks.

Responsibilities

  • Triage the CEO’s email and manage his calendar, prioritizing critical communications and protecting time for focused work.
  • Own hiring workflows, including posting roles, screening candidates, coordinating interviews, and preparing the CEO when needed.
  • Build weekly systems for business and personal priorities.
  • Triage and respond to supplier communications.
  • Coordinate family logistics with the CEO’s partner, including family and social events.
  • Create systems for task delegation, decision triage, and information flow.
  • Arrange meetings, flights, family plans, dinner reservations, and gifts.
  • Delegate tasks, follow up on deliverables, prepare agendas, and coordinate the team.
  • Create dashboards, SOPs, and checklists for business rhythms, family routines, and administrative tasks.
  • Track subscriptions, organize receipts, and liaise with accountants on personal administration.
  • Manage contacts, send thoughtful gifts, and prepare background summaries.
  • Support special projects, cross-department coordination, and ad hoc leadership requests.

Benefits

  • Attractive salary and equity
  • Company-paid medical, dental, vision, life, and disability insurance
  • Five weeks of PTO per year, including vacation, sick time, and holidays
  • 401(k)
  • Coaching and training
  • Opportunities to learn new skills and grow with the company
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