Real Estate Agent (Associate Level)
Chicago, IL | Commission-Based | Full-Time
ABOUT WESTWARD360
Westward360 is a relationship-driven real estate brokerage committed to building a team of agents who are as invested in people as they are in performance. We offer a structured onboarding program, hands-on mentorship, and a clear path from your first lease to your first listing…and beyond. We are selectively growing our team and looking for driven individuals who are ready to build something real.
What sets us apart from other brokerages? We have thousands of units under management, which provides our brokers a lead pipeline you’ll seldom find anywhere else.
WHO WE'RE LOOKING FOR
You don't need a real estate license to apply — but you do need the right instincts. We're looking for people who:
- Are naturally sales-minded and comfortable with persuasion, negotiation, and following up
- Understand that relationships are the foundation of a sustainable business
- Have an active personal network — through alumni communities, social sports leagues, professional groups, or civic involvement
- Are ready to commit to real estate as a full-time career, not a side project
- Are self-motivated and thrive in an environment where your effort directly drives your income
IDEAL BACKGROUNDS
Our strongest candidates have come from a wide range of backgrounds. We welcome applications from:
- Recent college graduates ready to build a career with real upside from day one
- Corporate professionals in account management, consulting, HR, or project management
- Hospitality professionals — hotel sales, event coordination, restaurant management
- Healthcare, pharmaceutical, or medical device sales representatives
- Educators, coaches, and community leaders with strong people networks
- Anyone with a client-facing background who is ready for more ownership over their results
WHAT TO EXPECT
We've built a structured onboarding program so you're never left to figure it out alone:
Step 1
Obtain your Illinois leasing license or broker license — we guide you through both paths
Step 2
Work real leads from day one — manage inquiries from vetted prospects or support a senior agent on active listings
Step 3
Close 5 tenant-rep transactions and earn your first Westward360 listing assignment
Step 4
Once fully licensed, shadow senior agents at showings and open houses, and work 1-on-1 with an internal coach to build your personal lead pipeline
COMPENSATION & GROWTH
- Commission-based compensation — your income grows directly with your effort and results
- Access to an established inbound lead pipeline from day one
- Clear milestone-based progression — no waiting for a title or a manager's approval
- Build a personal book of business that belongs to you
- Ongoing coaching and mentorship from experienced brokers
HOW TO APPLY
We review every application personally. To be considered, please submit:
- A brief introduction — who you are, where you're coming from, and why real estate now
- Your resume or LinkedIn profile
Pay: $45,000.00 - $79,250.45 per year
Benefits:
Work Location: In person
