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Remote Property Jobs in Chicago, IL (NOW HIRING)

Aon Corporation

Property Risk Consultant

Chicago, IL · Remote

$150K - $160K/yr

This is a remote opportunity but there will be some travel involved. Aon is in the business of ... Recommendation review & analysis Complete property risk control surveys and develop property ...

Aon Corporation

Property Risk Consultant

Chicago, IL · On-site +1

$150K - $160K/yr

This is a remote opportunity but there will be some travel involved. Aon is in the business of ... Recommendation review & analysis Complete property risk control surveys and develop property ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

This position manages the operations for a portfolio of properties and is accountable for carrying out the strategic objectives set in place by the Regional Vice President. The Regional Manager ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

This position manages the operations for a portfolio of properties and is accountable for carrying out the strategic objectives set in place by the Regional Vice President. The Regional Manager ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

This position manages the operations for a portfolio of properties and is accountable for carrying out the strategic objectives set in place by the Regional Vice President. The Regional Manager ...

The Scion Group

Regional Property Manager

Chicago, IL · On-site +1

$80K - $108K/yr

This position manages the operations for a portfolio of properties and is accountable for carrying out the strategic objectives set in place by the Regional Vice President. The Regional Manager ...

Waterton

Task Force Property Manager

Chicago, IL · On-site +1

$75K - $95K/yr

With over 24 years of investment and property management experience, we strive to exemplify what we call Resitality ® . We are looking for a talented Task Force Manager to join our team! As a ...

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All JobsProperty JobsRemote Property JobsRemote Property Jobs in Chicago, IL

Remote Property information

See Chicago, IL salary details

$12

$22

$34

How much do remote property jobs pay per hour?

As of Aug 29, 2026, the average hourly pay for remote property in Chicago, IL is $22.61, according to ZipRecruiter salary data. Most workers in this role earn between $18.08 and $26.49 per hour, depending on experience, location, and employer.

What is a remote property manager?

A Remote Property Manager is a professional who oversees and manages rental properties from a remote location, often using technology to handle tasks such as tenant communication, rent collection, maintenance coordination, and property marketing. They may work for property management companies or directly for property owners, handling both residential and commercial properties. Remote property managers utilize online platforms and tools to ensure smooth operations and maintain tenant satisfaction without being physically present at the property.

What are the key skills and qualifications needed to thrive as a remote property manager, and why are they important?

To thrive as a Remote Property Manager, you need knowledge of property management principles, tenant relations, and leasing practices, often supported by relevant certifications or real estate licenses. Familiarity with property management software (like AppFolio or Buildium), virtual communication tools, and online payment platforms is crucial. Strong organizational skills, attention to detail, and effective remote communication set standout professionals apart. These skills and tools are essential to efficiently manage properties, ensure tenant satisfaction, and maintain compliance from a distance.

What are some common challenges faced by remote property managers, and how can they be overcome?

Remote property managers often face challenges such as coordinating maintenance from a distance, ensuring effective tenant communication, and managing time zone differences if properties are in various locations. To overcome these, many use property management software for streamlined communication and scheduling, partner with reliable local vendors for on-site needs, and establish clear processes for handling emergencies. Proactive communication and leveraging technology are key to maintaining high standards of service and tenant satisfaction when working remotely.

What is the difference between Remote Property vs Remote Property Manager?

AspectRemote PropertyRemote Property Manager
CredentialsReal estate license (optional), knowledge of property listingsReal estate license, property management certification often preferred
Work EnvironmentPrimarily online, reviewing listings, client communicationOnline and remote management of properties, tenant interactions
Employer & Industry UsageReal estate agencies, property listing platformsProperty management firms, real estate companies
Search & Comparison IntentFinding property listings or remote real estate rolesManaging properties remotely, overseeing tenants and maintenance

Remote Property involves reviewing listings and assisting clients online, while Remote Property Manager actively oversees property operations and tenant relations remotely. Both roles require real estate knowledge, but the manager role typically demands additional certifications and management skills.

What are the most commonly searched types of Property jobs in Chicago, IL?

The most popular types of Property jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Property jobs?

Cities near Chicago, IL with the most Remote Property job openings:

Remote Property jobs near you
Infographic showing various Remote Property job openings in Chicago, IL as of August 2026, with employment types broken down into 81% Full Time, 17% Part Time, 1% Contract, and 1% Nights. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $47,031 per year, or $22.6 per hour.

Intellectual Property Counsel - Remote

YO AI Labs

Chicago, IL • Remote

$100 - $200/hr

Part-time

Posted 4 days ago

Job description

Intellectual Property Counsel

Job Type: Contractor
Location: Remote
Schedule: Part-Time

Job Overview

We are seeking experienced Intellectual Property Counsels with strong expertise in technology transactions, contract drafting, negotiation, and redlining to support an innovative legal AI project.

You will apply your legal expertise to review contract scenarios, evaluate AI-generated legal responses, and develop standards that improve AI systems' ability to identify contractual risks and apply sound legal judgment.

Key Responsibilities
  • Perform simulated contract drafting, negotiation, and redlining exercises.
  • Review and evaluate AI responses to contract and negotiation scenarios.
  • Provide precise legal feedback to improve AI accuracy and reasoning.
  • Develop objective evaluation frameworks, playbooks, and grading criteria for contract-related tasks.
  • Collaborate with product and research teams to refine legal guidelines, datasets, and best practices.
  • Assess contractual risks and provide practical recommendations based on technology transaction experience.
Required Skills
  • Playbooks
  • Redlining
  • Contract Drafting
  • Contract Negotiation
  • Technology Transactions
  • MSA / NDA / DPA Review
  • Legal Risk Analysis
  • Contract Review
  • Legal Writing
  • AI Evaluation
Required Qualifications
  • J.D. from an ABA-accredited law school.
  • Active bar admission in at least one U.S. jurisdiction.
  • 3+ years of counsel experience focused on technology transactions.
  • Strong experience negotiating MSAs, NDAs, DPAs, and related commercial agreements.
  • Exceptional written and verbal communication skills.
  • Strong analytical ability and attention to detail.
  • Ability to translate legal expertise into clear, actionable feedback for AI systems.
  • Experience collaborating with cross-functional teams in fast-paced environments.
Preferred Qualifications
  • Experience with AI, legal technology, or AI training/evaluation.
  • Experience at a corporate or technology-focused law firm.
  • Prior experience developing legal playbooks, training materials, or evaluation frameworks.
  • Strong interest in the intersection of law and emerging technology.
Screening Questions
  1. Do you hold a J.D. from an ABA-accredited law school?
  2. Which U.S. jurisdiction(s) are you admitted to practice in?
  3. How many years of technology transactions experience do you have?
  4. What is your experience drafting and negotiating MSAs, NDAs, and DPAs?
  5. How experienced are you with contract redlining and negotiation playbooks?
  6. Have you worked with AI, legal tech, or AI-generated legal content?
  7. How soon can you start?