Executive Assistant to CEO | Multi-Company Scheduler & AI

Red-Peg-Marketing-1; Alexandria (VA); Hybrid; USD 70,000 - 110,000; Full time

Job summary

RedPeg Marketing in Alexandria, VA is seeking a senior Executive & Personal Assistant to support the CEO across RedPeg Marketing and Pixis Drones. You will own the CEO’s calendar, inbox, briefings, travel planning, and confidential matters with a high degree of discretion.

The ideal candidate is calm, highly organized, and comfortable working with AI tools daily, able to coordinate with internal teams and external partners in a fast-paced, multi-entity environment.

Qualifications

• 5+ years supporting a founder, CEO, or senior principal.
• Comfortable working daily with AI tools.
• Calm, discreet, and decisive with strong judgment.
• Exceptional organization and time management.
• Experience building presentations in Keynote and PowerPoint.
• Proficient with Outlook, Word, Excel; comfortable on Mac OS.
• Bachelor’s degree preferred.

Responsibilities

• Own the CEO’s calendar across two entities, prioritizing appointments and travel.
• Coordinate internal and external meetings with counterparties and assistants.
• Triage the CEO’s inbox each morning and surface priorities.
• Draft first-pass correspondence in the CEO’s voice.
• Prepare for meetings with notes, agendas, and briefs.
• Track commitments and drive follow-through.

Skills

Calendar management

Email triage

Executive support

Discretion

AI tooling fluency

Travel coordination

Multi-entity coordination

Communication

Education

Bachelor’s degree preferred

Tools

Microsoft Office

Mac OS

Job description

RedPeg Marketing in Alexandria, VA is seeking a senior Executive & Personal Assistant to support the CEO across RedPeg Marketing and Pixis Drones. You will own the CEO’s calendar, inbox, briefings, travel planning, and confidential matters with a high degree of discretion.

The ideal candidate is calm, highly organized, and comfortable working with AI tools daily, able to coordinate with internal teams and external partners in a fast-paced, multi-entity environment.