Executive Personal Assistant to CEO

Executive Personal Assistant to CEO, Growing Consumer Apparel Company, Middlesex County, Mass.

A rapidly growing apparel company is seeking an Executive Assistant to serve as a true strategic partner and trusted “right hand” to the CEO. This is not a traditional administrative position, but a high-impact, relationship-driven role designed to amplify the CEO’s effectiveness, focus, and decision-making capacity. The Assistant will operate as a force multiplier allowing the CEO to focus on the growing business.

The culture of the firm is relaxed, family-like and down-to-earth but busy!

The ideal candidate thrives in fast-paced environment and brings sound judgment, a pro- active mindset and calm confidence to help the CEO build the business.

• Act as a strategic thought partner and operational extension of the CEO
• Anticipate needs and remove friction before challenges surface
• Prepare comprehensive daily briefings, research, and meeting context to ensure the CEO is fully informed and prepared
• Serve as a trusted voice of the CEO to manage communications and relationships autonomously
• Manage a complex, high-volume calendar across multiple time zones making sure the CEO has time between meetings
• Prioritize engagements and protect time for strategic thinking
• Audit time usage and continuously optimize focus and productivity
• Handle domestic and international travel, including detailed itineraries, personal and professional

• Serve as primary liaison and filter for internal and external stakeholders including the Board of Directors
• Draft and manage correspondence with polish and clarity for the CEO

• Manage personal logistics including errands and any personal ad hoc projects with a “no job too small” attitude
• Help plan events and manage appearances, private events, and special projects

• Track commitments, decisions, and follow-through to ensure accountability
• Lead special projects from concept through completion
• Close loops independently and ensure nothing falls through the cracks

• 7+ years supporting a C-suite executives in fast-paced, high-growth environments such as startups, VC//PE firms or Tech firms
• High agency with a “no task too small, no task too big” mindset
• Strong project management capability and ability to independently drive outcomes
• Expert proficiency in Google Workspace and project management tools (Asana, Monday, or similar)
• Comfortable leveraging AI tools to streamline workflows and improve efficiency
• Impeccable discretion and trusted with highly sensitive information
• High emotional intelligence and the ability to read the room instinctively
• Calm and steady under pressure
• Deeply organized, detail-oriented and proactive
• Genuine interest in the business and understanding the “why” behind priorities
• Bachelor’s degree preferred but not required