Leasing agent Jobs in Chicago, IL

CYM Living - Where caring meets innovation. We are a national real estate firm with corporate headquarters in Chicago, IL, Indianapolis, IN and just outside of New York City. Our mission is to provide our residents with an exceptional living experience, nurture a culture of community, and empower growth from within. As a vertically integrated firm, we lead with operations by taking a hands-on approach to real estate investment and property management, accomplishing our mission by incorporating data and technology with hyperlocal customer service to all units.

We are seeking a motivated, service-driven Leasing Agent to join our growing team. This role is ideal for a sales-oriented professional who thrives in a fast-paced environment, enjoys connecting with people, and is driven to exceed performance goals. This position offers a competitive base salary plus a per-lease bonus structure — designed to reward high performance and maximize earning potential.

Why Leasing at CYM Living Is Different

At CYM Living, we leverage advanced AI technology and data analytics to give our Leasing Agents a competitive edge. Our proprietary systems help:

• Increase qualified lead flow
• Automate and optimize prospect follow-up
• Improve tour scheduling efficiency
• Identify high-intent renters
• Reduce time spent on administrative tasks

The result? More tours. More qualified prospects. More opportunities to close.

Our AI-driven approach ensures our Leasing Agents consistently receive more leasing opportunities — and therefore more bonus potential — than traditional property management companies that rely on outdated systems and manual processes. We don’t just expect performance — we equip you with the tools to achieve it.

Requirements

• Previous leasing, sales, or customer service experience preferred
• Strong interpersonal and communication skills
• Self-motivated with a results-driven mindset
• Excellent time management and organizational skills
• Ability to work independently and as part of a collaborative team
• Flexibility to work weekends and outside traditional business hours
• Experience with AppFolio is a plus
• Reliable transportation required

Key Responsibilities

• Greet and assist prospective residents, providing detailed information about available properties
• Conduct engaging property tours tailored to each prospect’s needs
• Schedule, coordinate, and manage unit showings
• Guide applicants through the leasing process, ensuring all documentation is accurate and complete
• Meet and exceed monthly leasing targets
• Respond promptly and professionally to inquiries via phone, email, and in person
• Navigate and update records within the AppFolio software environment
• Travel between properties as needed (reliable transportation required
• Support additional projects and operational initiatives as assigned

Resident Communication & Retention Support

In addition to leasing responsibilities, the Leasing Agent plays a key role in supporting resident satisfaction and retention through proactive communication.

Responsibilities include:

• New move-in follow-up phone calls
• Work order satisfaction follow-up calls
• Renewal reminders
• Delinquency calls
• Resident satisfaction surveys
• Delivering resident notices and 5-day letters
• Entering and tracking work orders

This component of the role ensures strong resident relationships, improved retention, and a high quality living experience.

Benefits

At CYM Living, we believe high performance should be rewarded. We offer:

• Competitive base salary • Per-lease leasing bonuses with strong earning potential
• Full health benefits
• Life insurance coverage
• Paid Time Off (PTO)
• Paid sick leave
• Opportunities for advancement within a growing national organization

An unmatched company culture built on accountability, innovation, and community. We are committed to investing in our team members and promoting growth from within

Equal Opportunity Employer

CYM Living is an Equal Opportunity Employer. We are committed to fostering a diverse and inclusive workplace and do not discriminate on the basis of race, color, religion, sex, gender identity, sexual orientation, national origin, age, disability, veteran status, genetic information, or any other protected characteristic in accordance with applicable federal, state, and local laws. We believe diversity strengthens our organization and enhances the communities we serve.