Position Overview
We’re looking for a proactive, growth-minded Executive Assistant to support the CEO across City of Trees Real Estate, Real Estate Growth Network, coaching and media initiatives, and personal executive tasks. You’ll keep priorities moving, projects on track, and communication organized, anticipating needs and following through without needing constant direction.
This is a great opportunity for someone early in their career to learn directly from an entrepreneur running multiple businesses. The right attitude, flexibility, and eagerness to grow matter more to us than a long resume.
Key Responsibilities
Executive Support
- Manage the CEO’s calendar, inbox, communications, and meeting scheduling across multiple businesses
- Attend meetings, track action items, and follow through on priorities and deadlines
- Coordinate travel planning and logistics
- Prepare agendas, summaries, and research to support decision-making
- Handle confidential information with professionalism
Project & Operational Coordination
- Track projects, communicate updates, and ensure follow-through across teams, managing shifting priorities with confidence
- Help organize systems, workflows, and business initiatives
- Make outbound calls to support sales or business projects when needed
Content & Media Support (No Editing Expertise Required)
- Coordinate scheduling and logistics for content creation, podcasts, and media shoots
- Help organize content ideas, assets, and follow-through on content plans
- Comfortable with technology and willing to learn simple content tools; expert editing skills not required
Office Operations & Vendor Coordination
- Oversee office organization, supplies, and common areas
- Coordinate with vendors including cleaners, maintenance, building management, and repair technicians
Personal Executive Support
- Run occasional errands and assist with personal appointments and 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
- Eager to learn and grow, with real satisfaction in supporting other’s success
- 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
- Flexible and adaptable when plans, schedules, or responsibilities shift
- Tech comfortable and quick to learn new systems
- Maintains confidentiality and professionalism
- Driven by growth and opportunity, not just a paycheck
Growth & Benefits
- Mentorship and hands-on learning from an entrepreneur running multiple businesses, with real opportunity to grow into more responsibility
- $40,000 starting base salary (DOE), with profit share and performance bonuses (realistic potential to add $10,000+ per year)
- Health benefits and paid time off
Ready to Apply?
Send your resume and cover letter to [email protected].
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?
- What matters most to you in choosing your next role, and why?
- Tell us about a time you had to manage multiple priorities for a busy leader. How did you handle it?
Pay: From $40,000.00 per year
Work Location: In person
