EA / PA to Prominent CEO

Job Description

Job Description

A high-profile CEO is seeking a loyal, polished, and proactive Executive Personal Assistant to manage his fast-paced personal and professional life. The principal leads ventures across private equity, entertainment, sports, and media, and values consistency, warmth, and discretion. This is a long-term opportunity to join a well-supported team and become a trusted right-hand.

The ideal candidate is highly organized, anticipatory, and comfortable balancing business and personal responsibilities. You’ll work closely with internal teams, household staff, and external vendors to ensure seamless execution of daily operations. A service-first mindset, calm demeanor, and excellent judgment are essential.

Schedule : Full-Time, Live-out, Monday–Friday

9 : 30 AM – 7 : 00 PM (with flexibility for evenings)

Alternate Saturdays : 10 : 00 AM – 3 : 00 PM

Approx. 50 hours / week

Location : Stamford, CT

Staff : Driver / PA, Household Team, Security

Job Requirements :

Full-service personal assistant duties, including but not limited to :

• Managing a fluid calendar across multiple time zones
• Circulating daily agendas and prep materials for meetings and appointments
• Coordinating complex travel : private aviation, luxury accommodations, and door-to-door itineraries
• Reconciling expenses related to travel, wardrobe, gifting, and entertainment
• Scheduling and overseeing medical, wellness, and fitness appointments
• Overseeing wardrobe management, packing / unpacking, and closet organization
• Attending select meetings and appointments; taking notes and tracking follow-ups
• Planning and executing private dinners, social events, and special gatherings
• Supporting production-mode environments with glam coordination and discreet access
• Running errands, managing gifting, and assisting with family-related tasks
• Liaising with household staff, security, driver, and vendors
• Managing principal’s tech : phones, iPads, computers, and content syncing
• Maintaining and updating VIP contact database
• Acting as a trusted liaison between the principal, internal teams, and external stakeholders

Candidate Qualities :

Professional, discreet, and emotionally intelligent

Highly organized, anticipatory, and calm under pressure

Polished communicator with excellent written and verbal skills

Collaborative, adaptable, and ego-free

Able to represent the principal with warmth and clarity

Requirements :

Compensation & Benefits :