Homeoffice Executive Assistant To CEO na That Random Agency

We are looking for an Executive Assistant who thrives in creative, entrepreneurial settings. This role supports the CEO across two growing businesses: That Random Agency, a creative marketing agency, and Sly Fox Pizzaiolo, a hospitality and restaurant concept.

You will be at the center of operations, helping the CEO stay organized, moving projects forward, and jumping in where needed. Most work will be remote, with occasional in-person meetings 1–2 times per month. Some days will focus on traditional executive support. Other days will involve helping with marketing tasks, coordinating events, or supporting hospitality operations. Flexibility, initiative, and curiosity are key.

Key Responsibilities

• Manage the CEO’s calendar, meetings, and priorities across both businesses
• Coordinate travel, reservations, and logistics for business and personal needs
• Handle email correspondence, draft communications, and maintain follow-up systems
• Prepare documents, reports, and presentations for internal and client meetings
• Assist with vendor, partner, and client communications
• Support project management and keep initiatives on schedule
• Oversee administrative processes and set up systems to streamline operations
• Provide occasional on-site support for Sly Fox Pizzaiolo, including events or vendor coordination (1–2 times per month)
• Contribute to marketing efforts for That Random Agency, such as research, campaign coordination, or content organization
• Take initiative to solve problems and anticipate needs in a fast-moving environment
• Maintain confidentiality and exercise sound judgment in handling sensitive information
   

Who You Are

• Entrepreneurial, resourceful, and comfortable in a fast-paced environment
• Thrives in ambiguity and enjoys figuring things out without needing a playbook
• Organized, detail-oriented, and able to juggle competing priorities
• Curious, eager to learn, and willing to step into new challenges
• Strong communicator who builds trust quickly with teammates, vendors, and clients
• Proactive, solutions-oriented, and able to anticipate needs before they arise
• Comfortable wearing many hats, from executive support to creative coordination
   

Qualifications

• Experience as an executive assistant or in a senior administrative role
• Strong organizational and time-management skills
• Excellent written and verbal communication
• Proficiency with productivity tools (Google Workspace, Microsoft Office, project management platforms)
• Interest in marketing, hospitality, or creative industries
• Flexible and adaptable to changing priorities
   

What We Offer

• Competitive compensation based on experience
• Remote-first work with 1–2 in-person meetings per month
• Exposure to both the marketing and hospitality industries
• Opportunity to work closely with a CEO and leadership team in entrepreneurial businesses
• A role with variety, creativity, and room to grow
• Company laptop, cell phone

Benefits:

• Medical, Dental and Vision Insurance
• Life Insurance
• Short and Long-term Disability Insurance
• 401(k) Program
• Unlimited PTO
• Professional Development
• Monthly Internet Stipend
• Monthly DoorDash Stipend
• Summer Fridays
• Annual Team Trip