Full Time
$1000/mo
40
Mar 11, 2026
ABOUT US
We are a Chicago-based real estate investment company focused on acquiring small and mid-size multifamily properties. We use data, systems, and targeted outreach to find off-market opportunities.
We are looking for a hungry, organized, and persistent Inside Sales Agent (ISA) to manage our seller pipeline and qualify leads.
This is a SALES ROLE, not an admin role. Your job is to talk to property owners, uncover motivation, and move deals forward.
IMPORTANT: NO AGENCIES. We want a direct hire who will work exclusively with our team.
WHAT YOU WILL DO (THE DAY-TO-DAY)
Your job is simple: find motivated sellers and move them toward a deal. Expect to make 80 to 120 calls per day when working through the pipeline. You will spend most of your day on:
LEAD QUALIFICATION
Calling inbound leads from our answering service.
Conducting initial seller intake.
Determining motivation and timeline.
Booking calls or appointments for our acquisitions team.
PIPELINE MANAGEMENT
Managing leads inside our CRM (Podio).
Keeping notes and updating lead stages.
Ensuring NO lead falls through the cracks.
OUTBOUND FOLLOW-UP
Calling and texting warm and cold leads.
Following up persistently with sellers over weeks or months.
Building rapport and uncovering the real reason they might sell.
REQUIREMENTS (NON-NEGOTIABLE)
US CENTRAL TIME HOURS: You must work full-time during US Central Time business hours (Chicago time).
STRONG PHONE COMMUNICATION: You will be speaking directly with US property owners. Your spoken English must be clear, confident, and professional.
SALES MINDSET: You are comfortable hearing "no." You know how to ask questions, build rapport, and move a conversation forward.
PERSISTENCE: Many sellers do not d
RELIABLE WORK SETUP: High-speed internet, a quiet workspace, and backup internet/power if possible.
COMPENSATION
Base Pay: $1,000 / month
Deal Bonus: $250 per acquisition
Tier Bonuses: 2 deals/month = $350 per deal | 3+ deals/month = $450 per deal
Referral Listing Bonus: $100 per listing
Revived Lead Bonus: +$100 if the lead was 60+ days old
HOW TO APPLY
We only hire people who pay attention to details. Please apply via platfor
STEP 1: THE SUBJECT LINE
Change the subject line of your application to: Chicago ISA - [Your Favorite Movie]. Applications without this exact subject line will be instantly ignored.
STEP 2: VOICE RECORDING (MANDATORY)
Include a 1 to 2 minute voice recording using Vocaroo or a similar service. In the recording:
Introduce yourself.
Briefly describe your real estate or sales experience.
Roleplay the first 30 seconds of a call where a seller answers and says: "I am not sure I want to sell. I am just curious what my property might be worth."
We want to hear exactly how you start the conversation. Applications without a voice recording will be deleted.
STEP 3: ONE SHORT QUESTION
In your application
FINAL NOTE
This role is ideal for someone who enjoys talking to people, likes solving problems, is motivated by performance bonuses, and wants to grow in the real estate investment business. We are a small, fast-moving team and the right ISA will play a key role in our acquisitions pipeline.