Showing & Operations Assistant (Path to Director of Operations or Executive Assistant)

Job Summary

Milestone Group, an 11-person real estate team with Real Broker closing $35M+ in volume, is seeking a Showing & Operations Assistant with a clear 6-month path to Director of Operations or Executive Assistant. This is NOT a sales position—this role is designed for licensed professionals who want to build a career in real estate operations and team management.

About Real Broker

Real is the fastest growing publicly traded brokerage in North America, offering industry-leading benefits including health insurance, equity opportunities, and cutting-edge technology platforms.

Career Path

Phase 1 (Months 1-3): Showing & Operations Assistant

• Conduct property showings (daytime showings, maximum 2 Saturdays per month)
• Place, maintain, and remove yard signs
• Run operational errands (lockboxes, supplies, signage)
• Coordinate showing schedules
• Support open houses and team events
• Handle administrative tasks

Phase 2 (Months 4-6): Transition to Leadership

• Manage team leader's calendar and scheduling
• Coordinate client communication and follow-up
• Collaborate on social media strategy and content
• Support transaction coordination
• Plan and execute team events
• Oversee team operations and systems

Phase 3 (Month 6+): Director of Operations or Executive Assistant

• Full-time position with significant compensation increase
• Manage day-to-day team operations
• Oversee systems, processes, and team coordination
• Strategic partner in scaling team to $50M+ in 2026

Required Qualifications

• Active Missouri real estate license (required)
• Strong organizational and time management skills
• Tech-savvy with ability to learn new systems quickly
• Excellent written and verbal communication
• Self-starter who works independently
• Reliable transportation for showings and errands
• Flexible schedule (daytime availability, 2 Saturdays/month)
• Must want to work in operations, NOT pursue a sales career

Preferred Qualifications

• Previous real estate experience (transaction coordinator, admin, or showing assistant)
• Executive assistant or operations management experience
• Event planning or coordination background
• Social media or marketing experience
• Project management skills
• Experience with CRMs or real estate technology platforms

What We Offer

Professional Growth:

• Structured 6-month career progression plan
• Hands-on mentorship from team leader
• Opportunity to shape operations for a high-growth team
• Clear path from part-time to full-time leadership role

Benefits & Perks:

• Access to Real Broker health insurance
• Cutting-edge technology and systems
• Collaborative, growth-focused team culture
• Mileage reimbursement
• Flexible part-time schedule

Impact:

• Be a key player in scaling a $35M team to $50M+
• Work directly with team leader as right-hand support
• Build and manage systems for an 11-person team
• Career growth with the fastest growing publicly traded brokerage in North America

Ideal Candidate Profile

You are someone who:

• Wants to work in real estate but NOT as a sales agent
• Loves operations, systems, and making things run smoothly
• Thrives on organization and coordination
• Wants to be someone's right hand and grow with them
• Is ambitious, reliable, and seeks long-term career growth in operations
• Prefers supporting a team over individual sales production

Schedule

• Part-time: 20 hours per week initially
• Primarily daytime hours Monday-Friday
• Maximum 2 Saturday mornings per month
• Flexible scheduling within business hours
• Full-time hours available upon transition to Director of Operations/EA role

About Milestone Group

We are a growing 11-person real estate team closing $35M+ in volume in 2025 and scaling to $50M+ in 2026. We value excellence, efficiency, collaboration, and sustainable growth. This is an opportunity to join a team that's going places.

How to Apply

Please submit your resume along with answers to the following questions:

• Confirm you have an active real estate license
• Why do you want to work in real estate operations rather than sales?
• What experience do you have with scheduling, coordination, or executive support?
• Why does this career path (Showing Assistant → Director of Operations/EA) interest you?

Email to:

Subject Line: "Showing & Operations Assistant - [Your Name]"

Next Steps

• Week 1: Application review and candidate outreach
• Week 2: Phone interviews with qualified candidates
• Week 3: In-person interviews and job shadow opportunity
• Start Date: As soon as possible for the right candidate

Job Types: Full-time, Part-time

Pay: From $17.00 per hour

Expected hours: 15 – 30 per week

Benefits:

• Health insurance
• Paid time off
• Parental leave
• Professional development assistance
• Retirement plan

Work Location: In person