Executive Assistant to CEO - Remote

About the Company

Penta Group is a vibrant organization focused on promoting growth and excellence across various industries. It emphasizes strategic development, operational efficiency, and client satisfaction, positioning itself as a leader in bespoke solutions tailored to clients’ evolving demands. The company values integrity, teamwork, and innovation, cultivating an inclusive environment that fosters professional growth and recognizes individual achievements.

Role Overview

We are looking for a highly skilled Executive Assistant to provide comprehensive support to our CEO at Penta Group. This is more than a typical administrative role—it’s a strategic partnership position requiring professionalism, agility, and discretion. Responsibilities include managing complex schedules, arranging travel, and handling critical communications. The successful candidate will act as a trusted extension of the CEO, anticipating needs, streamlining processes, and aiding decision-making. Mastery of AI tools and a proactive approach to enhancing efficiency are essential. This is an opportunity to work closely with senior leadership in a fast-paced environment to contribute to the company’s strategic and operational goals.

Qualifications

• Over 7 years’ experience supporting C-suite executives, preferably CEOs, Founders, or Presidents in fast-moving professional services, consulting, or corporate settings
• Exemplary judgment, confidentiality, and integrity in managing sensitive information
• Strong executive presence and excellent written and verbal communication skills
• Proven ability to handle multiple priorities adeptly in dynamic contexts
• Technologically proficient with Microsoft Office, Google Workspace, Salesforce or equivalent CRMs
• Experience utilizing AI tools like ChatGPT, Claude, Copilot to automate and improve workflows
• Flexibility to adapt to CEO’s schedule, including occasional evenings, weekends, or travel
• Calmness and professionalism in high-pressure situations
• Strategic thinker with problem-solving abilities and a collaborative mindset
• Capacity to coordinate cross-functional teams and high-profile events seamlessly

Key Responsibilities

• Strategically manage the CEO’s calendar, resolving scheduling conflicts and prioritizing critical duties
• Arrange detailed domestic and international travel plans with contingency options and real-time adjustments
• Compile briefing materials, perform background research, and prepare presentation decks for meetings
• Handle expense reporting, reimbursements, and budget monitoring with accuracy
• Act as gatekeeper for CEO’s time and commitments, exercising careful prioritization
• Support scheduling for other C-level executives and ensure alignment across leadership
• Prepare essential documents including board presentations, proposals, and executive correspondence
• Assist in business development and client relations through research, meeting prep, and follow-up
• Maintain CRM data integrity and timeliness
• Interface with the Board, investors, senior leaders, and external partners with confidentiality
• Anticipate and proactively address CEO’s needs to maintain smooth operations
• Collaborate with cross-functional teams to implement strategic initiatives and priorities
• Lead organization of executive events, offsites, and high-visibility meetings including vendor management
• Mentor administrative staff and set standards for executive support excellence
• Manage one-off projects and assignments as delegated by the CEO

Compensation and Benefits

• Annual salary range from $90,000 to $120,000 depending on experience
• Extensive healthcare plans encompassing medical, vision, and dental coverage
• Retirement plan featuring generous employer matching
• Employer-funded short and long-term disability, plus life insurance policies
• Paid parental leave up to 12 weeks for qualifying employees
• Flexible paid time off and holidays designed to support work-life harmony
• Monthly reimbursement for mobile phone expenses
• Access to confidential Employee Assistance Programs (EAP)
• Wellness programs including gym discounts, mental health support, and virtual health consultations
• Discounted pet insurance provided through Nationwide
• Regular firm-wide social gatherings and team-building activities

Equal Employment Opportunity

We proudly uphold equal opportunity employment policies. Hiring decisions are made without regard to race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or any legally protected category.