Executive Assistant to the Chief Executive Officer

Penta Group is seeking an exceptional Executive Assistant to serve as a strategic partner and force multiplier for our CEO. This role is not a traditional administrative position but rather one that demands exceptional judgment, composure, and the ability to leverage AI tools.

About the role

• Own and manage the CEO's calendar with a strategic lens, proactively resolving conflicts, prioritizing high-value activities, and protecting time for deep work
• Coordinate complex domestic and international travel, including detailed itineraries, contingency planning, and real-time adjustments
• Prepare the CEO for every meeting and engagement with day-ahead and week-ahead briefings, background research, and materials
• Manage expense reporting, reimbursements, and budget tracking with complete accuracy
• Serve as the primary gatekeeper for the CEO's time, exercising sound judgment on prioritization and access
• Provide scheduling support to other members of the C-suite as needed, coordinating with their assistants and calendars to ensure smooth cross-executive alignment

Responsibilities

• Strategic & Business Support:
• Act as a partner to the CEO in streamlining decision-making and daily operations
• Aid in the preparation of high-stakes materials, including board presentations, client-facing decks, and executive communications
• Support business development and client management efforts, including research, meeting prep, and follow-up coordination
• Manage CRM (Salesforce) needs to ensure data accuracy and timely updates
• Liaise with the Board, senior leadership, investors, and external partners with professionalism and discretion
• Confidentiality & Discretion:
• Handle highly sensitive, confidential, and proprietary information with absolute discretion
• Serve as a trusted advisor who can be relied upon in high-pressure, time-sensitive, or sensitive situations
• Exercise excellent judgment in representing the CEO internally and externally
• Cross-Functional & Organizational Leadership:
• Partner with Operations, IT, Marketing, and other teams to ensure seamless execution

• Fluent with AI tools and able to use them to work faster and smarter
• Track record of supporting C-suite executives in fast-paced, high-stakes environments
• Exceptional judgment, unflappable composure under pressure, and the ability to represent the CEO's interests and voice with credibility
• Highly polished, sharp, and resourceful professional