Executive Assistant to the CEO

Position Overview

We’re looking for a proactive, highly organized Executive Assistant to support the CEO across multiple businesses and initiatives. This role goes beyond traditional administrative work. You will help keep priorities moving, projects on track, and communication organized so the CEO can stay focused on high-impact decisions and leadership.

This position supports responsibilities related to City of Trees Real Estate, Real Estate Growth Network, coaching and media initiatives, and select personal executive tasks. The right person anticipates needs, communicates clearly, and takes ownership of execution without needing constant direction.

If you thrive in a fast-moving environment, enjoy solving problems, and take pride in being the person who keeps everything running smoothly, this role is for you.

Key ResponsibilitiesExecutive Support

• Manage the CEO’s calendar, inbox, and communications with efficiency and discretion
• Schedule meetings, calls, and appointments across multiple businesses
• Attend meetings when needed, capture notes, and track action items
• Maintain follow-through on priorities, deadlines, and commitments
• Coordinate travel planning and logistics
• Prepare agendas, summaries, and basic research to support decision making
• Handle confidential information with professionalism

Project & Operational Coordination

• Track projects and initiatives across teams and ensure follow-through
• Communicate updates and keep priorities moving forward
• Help organize systems, workflows, and ongoing business initiatives
• Make outbound calls when needed to support sales opportunities or business projects
• Manage shifting priorities and timelines with confidence

Content & Media Support (No Expert Required)

• Assist with scheduling and coordination for content creation, podcasts, and media initiatives
• Help organize content ideas, notes, and assets
• Coordinate logistics for recording days or content shoots
• Support execution and follow-through on content plans
• Comfort with technology and willingness to learn simple content tools is important, but expert editing skills are not required

Office Operations & Vendor Coordination

• Oversee office organization and daily readiness
• Monitor and order office supplies
• Keep kitchen and common areas stocked and organized
• Coordinate with vendors including cleaners, maintenance, building management, and repair technicians

Personal Executive Support

• Run occasional errands
• Schedule personal appointments and manage logistics
• Assist with personal administrative coordination as needed

What Success Looks Like

• The CEO’s schedule runs smoothly with minimal friction
• Projects move forward without constant reminders
• Communication stays organized and proactive
• Priorities are clear and execution stays on track
• Problems are solved early instead of becoming urgent

Ideal Candidate

• Strong organizational and time management skills
• Direct, clear communicator
• Highly dependable and detail oriented
• Comfortable holding others accountable and following up
• Proactive and solution focused
• Able to manage multiple priorities at once
• Calm and adaptable when plans change
• Tech comfortable and quick to learn new systems
• Maintains confidentiality and professionalism

Perks & Benefits

• Competitive salary based on experience
• Profit share opportunity
• Health benefits
• Paid time off
• Growth-focused team culture
• Opportunity to grow alongside a fast-moving CEO and expanding businesses

Ready to Apply?

Send your resume and cover letter to hannah@cityoftreesrealestate.com.

In your cover letter, please answer:

• What research did you do on our company, and what stood out to you?
• Why are you a strong fit for this role?
• What is one area you are actively working to improve professionally?
• Tell us about a time you had to manage multiple priorities for a busy leader. How did you handle it?

Pay: $35,000.00 - $50,000.00 per year

Benefits:

• Dental insurance
• Health insurance
• Paid time off
• Vision insurance

Application Question(s):

• What technology and systems do you have experience using in a professional setting? (Ex. Google Suite apps, graphic design platforms, project management platforms, etc)

Experience:

• Executive administrative support: 2 years (Preferred)

Work Location: In person