Senior Executive Assistant to CEO | AI-Driven, Multi-Company

RedPeg Marketing; Alexandria (VA); Hybrid; USD 65,000 - 90,000; Full time

Job summary

RedPeg Marketing is seeking a senior, highly organized Executive & Personal Assistant to support our CEO across RedPeg Marketing and Pixis Drones. You will own the CEO’s calendar, manage inboxes, prepare for meetings, and ensure all commitments are tracked with confidentiality.

The ideal candidate is discreet, proactive, and tech-savvy, comfortable working with AI tools daily. Hybrid, DC-metro based with potential for part-time starting under 20 hours/week.

Qualifications

• 5+ years supporting a founder, CEO, or similar senior principal
• Comfortable working with AI tools daily
• Calm, discreet, and direct, with sound judgment
• Exceptional organization and time management
• DC-metro based with hybrid availability
• Bachelor’s degree preferred

Responsibilities

• Own the CEO’s complex calendar across both companies and prioritize appointments
• Coordinate with counterparties to schedule meetings and calls
• Identify and resolve scheduling conflicts to protect focus time
• Triage inbox daily and surface urgent items
• Draft first-pass correspondence in the CEO’s voice
• Prepare meetings with detailed agendas and accurate notes
• Track commitments and drive follow-through on actions
• Gatekeeper for access to the CEO across stakeholders
• Book and manage travel with attention to detail
• Support sales/marketing with presentations in Keynote/PowerPoint
• Assist in scheduling and posting marketing content
• Provide discreet personal support as needed

Skills

Calendar management

Discretion

Executive support

Communication skills

AI tool proficiency

Time management

Education

Bachelor’s degree preferred

Tools

Microsoft Office

Mac OS

Job description

RedPeg Marketing is seeking a senior, highly organized Executive & Personal Assistant to support our CEO across RedPeg Marketing and Pixis Drones. You will own the CEO’s calendar, manage inboxes, prepare for meetings, and ensure all commitments are tracked with confidentiality.

The ideal candidate is discreet, proactive, and tech-savvy, comfortable working with AI tools daily. Hybrid, DC-metro based with potential for part-time starting under 20 hours/week.