Licensed Real Estate Agent – Build Your Future with Pioneer Realty Group

Pioneer Realty Group; Chicago (IL); On-site; USD 80,000 - 120,000; Full time

Job summary

Join a vibrant, community-focused brokerage that prioritizes mentorship and support for aspiring real estate agents. At this established firm, you'll receive hands-on training and access to exclusive property listings, enabling you to build a successful career in Chicago's dynamic real estate market. Whether you're a newcomer or an experienced agent, this role offers the tools and resources necessary to thrive. With a flexible schedule and a commitment to your professional growth, this opportunity is perfect for self-motivated individuals eager to make a mark in real estate.

Benefits

Competitive commission structure

Unmatched mentorship

Access to exclusive property listings

Flexible schedule

Marketing resources

Qualifications

• Passion for real estate, whether brand new or seeking a better brokerage.
• Strong communication and relationship-building skills are essential.

Responsibilities

• Help clients find and lease apartments, transitioning them into buyers.
• Conduct property showings and guide clients through leasing and buying.

Skills

Communication Skills

Negotiation Skills

Relationship Building

Self-Motivation

Education

Illinois Real Estate License

Tools

Lead Generation Tools

Marketing Resources

Job description

Licensed Real Estate Agent – Build Your Future with Pioneer Realty Group

Licensed Real Estate Agent – Build Your Future with Pioneer Realty Group

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Licensed Real Estate Agent – Build Your Future with Pioneer Realty Group

Locations: Lakeview & Hyde Park, Chicago, IL

At Pioneer Realty Group, we believe that nothing worth having comes easy—real success in real estate is built on hard work, strong relationships, and a commitment to personal and professional growth. As a husband-and-wife-owned, community-driven brokerage, we offer a level of mentorship and hands-on experience that big-box real estate firms simply can't match.

Our boots-on-the-ground experience sets us apart. We’ve been renters, buyers, landlords, and investors ourselves—so we know what it takes to navigate Chicago’s real estate market. Whether you're a brand-new agent looking for the right start or an experienced professional ready to take your career to the next level, we provide the tools, training, and support to help you succeed.

Why Pioneer Realty Group?

• Local, Community-Focused Brokerage – We're not just in Chicago; we’re part of its fabric. Helen Bailey, our co-founder, is the Chairwoman of the Lakeview SSA, leading efforts to enhance our community. Sean Flynt brings years of rental and property management expertise, helping our agents gain insider knowledge on what makes a great investment.
• Real Mentorship, Real Support – We don’t just throw you in and hope you swim. We actively help agents build a career in real estate by teaching you how to use rental clients to create a long-term sales book of business.
• Exclusive Property Listings & Leads – Our proprietary database of rental units gives you an instant competitive edge to start closing deals immediately while learning the business.
• Close Deals Throughout Chicago – With offices in Lakeview and Hyde Park, we serve the entire city. We need agents ready to work in all neighborhoods.
• A Brokerage That Invests in You – We believe in real work, not empty promises. You’ll gain real-world experience, hands-on training, and a supportive team that is as invested in your success as you are.

What You’ll Do

• Help clients find and lease apartments, then transition them into long-term buyers
• Conduct property showings and guide clients through the leasing and homebuying process
• Build strong relationships with landlords, tenants, and property owners
• Learn negotiation, pricing strategies, and sales techniques from industry leaders
• Take advantage of our exclusive rental database to generate deals quickly

Who We’re Looking For

• Illinois Real Estate License (or willingness to obtain one—we can help!)
• Passion for real estate, whether you're brand new or looking for a better brokerage
• Self-motivated, hardworking individuals who want to build a lasting business
• Strong communication and relationship-building skills—our business is built on trust
• Ability to work flexibly and manage your own schedule

Perks & Benefits

• Competitive commission structure—earn what you’re worth
• Unmatched mentorship and daily support to grow your career fast
• Access to exclusive property listings and lead-generation tools
• Work in a vibrant, community-driven company
• Flexible schedule—work when and where you want
• Marketing and technology resources to help you stand out

Ready to Build Your Career? Let’s Talk!

Apply today and start your journey with Pioneer Realty Group

Visit our hiring page: chicagoprg.com/work-with-us or send your resume and cover letter to [e-mail]

Want to get a feel for who we are? Check out our social media:

LinkedIn: linkedin.com/company/pioneer-realty-group/

Facebook: facebook.com/ChicagoPRG/

YouTube: youtube.com/@pioneerrealtygroup2504/videos

Seniority level

• Seniority level

  Entry level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Management

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