Licensed Real Estate Agent – Build Meaningful Career

Overview

Position Type: Full-Time | Commission-Based

Pioneer Realty Group

Location: Roscoe Village, Chicago, IL

Real Estate, Done Differently

At Pioneer Realty Group, we believe the best real estate careers aren’t built overnight—and they shouldn’t be. Whether you’re newly licensed or already working in the field, our mission is to help you grow the right way: with a strong foundation, lasting client relationships, and long-term business strategy.

We’re not a high-volume, high-turnover “big box” brokerage focused on vanity metrics and cold calls. We’re a Chicago-based, independent firm built by professionals who value community, integrity, and transparency. Our approach is hands-on, strategic, and personalized to you.

We invest in people—not just transactions.

Our Philosophy

Anything Worth Having Takes Time.

At PRG, we don’t offer shortcuts or sell hype. We teach you how to develop a real business by working with real clients, the right way. You’ll learn how to build a book of business rooted in service, trust, and professionalism—whether you’re starting with leasing or expanding into sales.

From Rentals to Repeat Clients.

We guide agents to grow their business by starting with rental clients and converting them into buyers, sellers, and investors. With training, strategy, and support, we help you create a client base that produces consistent referrals and long-term value.

No Quotas. No Corporate Pressure. No Fluff.

We're not trying to be the biggest—we’re focused on being the most effective. Every agent is supported with real mentorship, tailored coaching, and the tools you need to succeed. If you’re serious about building a career—not just chasing your next deal—this is the right place.

What Makes PRG Different

• Real Mentorship
• You’ll receive individualized coaching and feedback from experienced professionals who understand Chicago’s rental and sales markets inside and out. We’re active in the field every day, and we share what works.
• In-House Leasing Inventory of over 20,000 units not on multiple listing services
• Gain immediate access to exclusive rental listings, helping you start closing deals and earning income while building your client base.
• Sales Training That Scales With You
• From your first lease to your first home sale, we walk with you through every phase of growth. We don’t push agents into sales before they’re ready—we help you transition with confidence and skill.
• Supportive, Professional Culture
• We operate as a team, not a competition. We celebrate client success and professional growth—not just numbers on a board.
• Tools That Actually Help
• Our tech stack and internal systems are designed to support your business—not distract from it. From marketing to client management, we provide what you need to stand out.

Who We’re Looking For

Whether you're brand new to real estate or a licensed agent seeking better structure and support, this opportunity is for professionals who:

• Want to grow a sustainable, ethical business in real estate
• Are willing to invest time and effort in long-term career development
• Value mentorship, collaboration, and consistency
• Take pride in delivering excellent service to clients
• Are coachable, self-driven, and ready to be held to a high standard

Position Requirements

• Valid Illinois Real Estate License (or willingness to obtain—guidance provided)
• Strong communication and interpersonal skills
• Reliable transportation, smartphone, and laptop
• Availability to work with clients in the field and manage your own schedule

What You Can Expect at PRG

• Industry leading commission-based earnings with no desk fees
• Ongoing mentorship and one-on-one coaching
• Access to exclusive rental listings and lead database
• Hands-on training in leasing, sales, and client relationship management
• Flexible scheduling with autonomy to build your calendar
• A professional brand you’ll be proud to represent

How to Apply

If you’re ready to start or grow a real estate career with real purpose, structure, and long-term potential, we’d love to hear from you.

• Apply at

Pioneer Realty Group

Integrity. Community. Transparency. Real estate, the right way.