
Real Estate Agent (Leasing & Sales) — Chicago | Mentorship-Focused Brokerage
Pioneer Realty Group, Chicago, IL, United States
Overview
Location: Chicago (Roscoe Village office)
Position Type: Full-Time | Commission-Based
Pioneer Realty Group – Real Estate, Done Differently
Most real estate careers don’t fail because of effort. They fail because there’s no structure, no guidance, and no clear path forward.
At Pioneer Realty Group, we take a different approach. We focus on helping agents build long-term, sustainable businesses by starting with real clients, developing real relationships, and growing through consistency — not shortcuts. Agents typically begin with leasing, using it as a way to build a client base that turns into future buyers, sellers, and referrals. This creates a business that grows over time — not one that resets every month.
What Makes PRG Different
Real mentorship - You’ll work directly with experienced professionals who are active in the Chicago market and involved in your development.
Access to exclusive inventory - Over 20,000 rental units not listed on the MLS, allowing you to start working with clients immediately.
Structured growth - We guide agents from leasing into sales at the right time, with support throughout the process.
Professional, team-oriented environment - We are collaborative, not competitive. The focus is on long-term success, not short-term numbers.
Who This Is For
This opportunity is best suited for individuals who:
Are serious about building a long-term career in real estate
Value mentorship, structure, and consistency
Are willing to put in the time to develop their business the right way
Take pride in providing a high level of service to clients
Requirements
Illinois real estate license (or willingness to obtain)
Strong communication and interpersonal skills
Reliable transportation, smartphone, and laptop
Ability to manage your own schedule and work with clients in the field
What You Can Expect
Commission-based earnings with no desk fees
Hands-on mentorship and ongoing support
Access to exclusive rental inventory and client opportunities
Training in leasing, sales, and relationship-based business development
Flexibility and autonomy with real guidance
Next Step If you’re exploring your options in real estate and want to understand how this approach works, we’re open to having a conversation.
You can apply directly or reach out to start a discussion.
Apply here: chicagoprg.com/work-with-us
#J-18808-Ljbffr
Position Type: Full-Time | Commission-Based
Pioneer Realty Group – Real Estate, Done Differently
Most real estate careers don’t fail because of effort. They fail because there’s no structure, no guidance, and no clear path forward.
At Pioneer Realty Group, we take a different approach. We focus on helping agents build long-term, sustainable businesses by starting with real clients, developing real relationships, and growing through consistency — not shortcuts. Agents typically begin with leasing, using it as a way to build a client base that turns into future buyers, sellers, and referrals. This creates a business that grows over time — not one that resets every month.
What Makes PRG Different
Real mentorship - You’ll work directly with experienced professionals who are active in the Chicago market and involved in your development.
Access to exclusive inventory - Over 20,000 rental units not listed on the MLS, allowing you to start working with clients immediately.
Structured growth - We guide agents from leasing into sales at the right time, with support throughout the process.
Professional, team-oriented environment - We are collaborative, not competitive. The focus is on long-term success, not short-term numbers.
Who This Is For
This opportunity is best suited for individuals who:
Are serious about building a long-term career in real estate
Value mentorship, structure, and consistency
Are willing to put in the time to develop their business the right way
Take pride in providing a high level of service to clients
Requirements
Illinois real estate license (or willingness to obtain)
Strong communication and interpersonal skills
Reliable transportation, smartphone, and laptop
Ability to manage your own schedule and work with clients in the field
What You Can Expect
Commission-based earnings with no desk fees
Hands-on mentorship and ongoing support
Access to exclusive rental inventory and client opportunities
Training in leasing, sales, and relationship-based business development
Flexibility and autonomy with real guidance
Next Step If you’re exploring your options in real estate and want to understand how this approach works, we’re open to having a conversation.
You can apply directly or reach out to start a discussion.
Apply here: chicagoprg.com/work-with-us
#J-18808-Ljbffr