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Weekend Real Estate Cold Calling Jobs in Chicago, IL

BellStreet

Commercial Real Estate Salesperson

Chicago, IL · On-site

$50 - $80/hr

Engage in daily prospecting through cold calling * Prepare comprehensive market analyses * Develop Broker Opinion of Value reports * Cultivate and maintain relationships with commercial real‑estate ...

Ben Lalez Team

Real Estate Sales Agent

Chicago, IL · On-site

$48K - $196K/yr

... cold calling, door knocking, and chasing referrals, only to land a single client after months of ... Monday to Friday Self-determined schedule Weekend availability Supplemental Pay Types: Bonus pay ...

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Weekend Real Estate Cold Calling information

See Chicago, IL salary details

$37.6K

$108.8K

$159.2K

How much do weekend real estate cold calling jobs pay per year?

As of Sep 5, 2026, the average yearly pay for weekend real estate cold calling in Chicago, IL is $108,832.00, according to ZipRecruiter salary data. Most workers in this role earn between $81,900.00 and $128,800.00 per year, depending on experience, location, and employer.

What is the difference between Weekend Real Estate Cold Calling vs Weekend Real Estate Lead Generation Specialist?

AspectWeekend Real Estate Cold CallingWeekend Real Estate Lead Generation Specialist
CredentialsBasic real estate knowledge, communication skillsReal estate knowledge, marketing skills
Work EnvironmentPhone-based, remote or officeOnline, community events, or remote
Employer UsageReal estate brokerages, teamsReal estate firms, marketing agencies
Search/Comparison IntentCold calling techniques, scriptsLead generation strategies, tools

Weekend Real Estate Cold Calling focuses on directly contacting potential clients via phone to generate leads, requiring strong communication skills. In contrast, Weekend Real Estate Lead Generation Specialists use broader marketing methods to attract and qualify leads. Both roles support real estate sales but differ in approach and skill set.

Can I work as a weekend real estate cold calling?

Weekend real estate cold calling is a common part-time or flexible schedule for sales agents, allowing them to reach potential clients outside regular business hours. Success in this role often depends on strong communication skills, persistence, and familiarity with real estate markets and CRM tools. Many agents and cold callers choose weekend hours to target clients who are unavailable during weekdays.

What are the most commonly searched types of Real Estate Cold Calling jobs in Chicago, IL?

The most popular types of Real Estate Cold Calling jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Weekend Real Estate Cold Calling jobs?

Cities near Chicago, IL with the most Weekend Real Estate Cold Calling job openings:

Weekend Real Estate Cold Calling jobs near you

Commercial Real Estate Advisor

Sands Investment Group

Chicago, IL

Full-time

Re-posted 14 days ago

Job description

Sands Investment Group (SIG) is hiring a driven Commercial Real Estate Advisor to join our team. Whether you have closed a few deals or you are ready to take your sales career into commercial real estate, we offer the platform, training and support to help you scale a high performing brokerage business. 

This is a 100% commission based role built for competitive entrepreneurial professionals ready to grow. Our top advisors earn 100K-250K within their first 12-24 months.  

Why Join SIG?

  • National Platform with $10.1B in closed transaction
  • Lead gen tools, research systems, and full time marketing engines built by brokers
  • Personalized mentorship programs with Managing Directors and top producers
  • Access to $1.5B in active national inventory
  • Collaborative and competitive culture helping you win deals

What You'll Do

  • Generate and qualify leads through outbound outreach and prospecting
  • Oversee the full sales pipeline: listings, marketing, negotiations, LOIs, PSAs, and closings
  • Collaborate with your team and and marketing staff to bring listings to market
  • Produce Broker Opinions of Value (BOVs), pull relevant comps, and pitch properties
  • Own and grow key relationships with investors and property owners

Who You Are

  • 2+ years of experience in real estate sales, or cold calling
  • Hungry to build a 6 or 7 figure business in commercial real estate
  • Licensed Real Estate agent, or actively pursuing licensing
  • Fluent or experienced with CRM systems, research platforms, and financial tools
  • A culture fit: Collaborative, Coachable, Communicative, and Consistent

Compensation

  • 100% Commission-based Role
  • Advisors typically earn 100k-250k in their first two years
  • Includes access to national inventory, CRM, marketing engine, training and mentorship

Office Location

  • Offices in: Atlanta,  Austin, Charleston, Charlotte, Chicago, Fort Lauderdale, Los Angeles, Nashville, and Philadelphia