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Home Inspection Jobs in Chicago, IL (NOW HIRING)

WIN Home Inspection

Inside Sales Specialist

Chicago, IL · On-site

WIN (www.winfranchising.com) is the #1 ranked home services franchise in its category and a proud member of the Entrepreneur 500. Backed by three decades of excellence, we're on a mission to build a ...

WIN Home Inspection

Inside Sales Manager

Chicago, IL · Remote

WIN (www.winfranchising.com) is the #1 ranked home services franchise in its category and a proud member of the Entrepreneur 500 . Backed by three decades of excellence, we're on a mission to build a ...

WIN Home Inspection

Inside Sales Manager

Chicago, IL · On-site

WIN (www.winfranchising.com) is the #1 ranked home services franchise in its category and a proud member of the Entrepreneur 500. Backed by three decades of excellence, we're on a mission to build a ...

Orkin

Home Sales Inspector

Plainfield, IL · On-site

Responsibilities What You'll Be Doing · Conducting full-home inspections (from attic to crawl space) · Build trust by explaining your findings clearly and recommending the best treatment options ...

Orkin

Home Sales Inspector

Mokena, IL · On-site

Responsibilities What You'll Be Doing · Conducting full-home inspections (from attic to crawl space) · Build trust by explaining your findings clearly and recommending the best treatment options ...

Orkin LLC

Home Sales Inspector

Plainfield, IL · On-site

$70K - $100K/yr

Responsibilities What You'll Be Doing • Conducting full-home inspections (from attic to crawl space) • Build trust by explaining your findings clearly and recommending the best treatment options ...

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Showing results 21-40

All JobsHome Inspection JobsHome Inspection Jobs in Chicago, IL

Home Inspection information

See Chicago, IL salary details

$30.4K

$62.2K

$92.2K

How much do home inspection jobs pay per year?

As of Aug 8, 2026, the average yearly pay for home inspection in Chicago, IL is $62,165.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,400.00 and $72,600.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a home inspector, and why are they important?

To thrive as a Home Inspector, you need in-depth knowledge of building systems, construction standards, and relevant state licensing or certification. Familiarity with inspection software, digital reporting tools, and specialized equipment like moisture meters and infrared cameras is typically required. Attention to detail, excellent communication, and strong analytical skills help inspectors effectively identify and explain issues to clients. These skills and qualifications are crucial for ensuring accurate assessments, client trust, and compliance with industry regulations.

What is a home inspector?

Home inspectors are trained professionals who assess the condition of residential properties. They examine structures, systems, and components such as roofs, plumbing, electrical, heating, and foundations to identify any existing or potential issues. The purpose of a home inspection is to provide buyers or homeowners with a comprehensive report that helps them make informed decisions about repairs, maintenance, or purchase negotiations. Home inspectors follow industry standards and provide objective, unbiased evaluations.

Is a home inspection a good career choice?

Home inspection is a viable career that involves evaluating residential properties for safety, code compliance, and condition. It requires certification, knowledge of building systems, and attention to detail, with opportunities for flexible schedules and independent work. The profession can be stable with demand driven by real estate transactions and property maintenance needs.

What is the difference between Home Inspection vs Home Appraisal?

AspectHome InspectionHome Appraisal
PurposeAssess property condition and identify issuesDetermine property market value
CredentialsHome Inspector Certification, state licensingLicensed Appraiser Certification
Work EnvironmentOn-site property evaluationMarket analysis, report preparation
Industry UsageReal estate transactions, buyers, sellersLenders, buyers, sellers

While both Home Inspection and Home Appraisal are key in real estate transactions, they serve different purposes. Home Inspectors evaluate the property's condition, whereas Appraisers determine its market value. Understanding these differences helps buyers and sellers make informed decisions during property transactions.

Is it hard to become a home inspector?

Becoming a home inspector typically requires completing a state-approved training program, gaining relevant experience, and obtaining certification or licensing. The process involves learning building systems, safety standards, and inspection techniques, which can take several months to a year depending on the jurisdiction. Strong attention to detail and knowledge of construction are important for success in this field.

What are some common challenges faced by home inspectors during property evaluations?

Home inspectors often encounter challenges such as limited access to certain areas of a property, time constraints, and handling client expectations. For example, attics or crawl spaces may be difficult or unsafe to enter, which can limit the thoroughness of the inspection. Additionally, inspectors need to clearly communicate their findings to clients who may not have technical backgrounds, ensuring that potential issues are understood without causing unnecessary alarm. Flexibility, strong communication skills, and a detail-oriented approach are key to overcoming these challenges.
What are popular job titles related to Home Inspection jobs in Chicago, IL? For Home Inspection jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Home Inspection jobs in Chicago, IL look for? The top searched job categories for Home Inspection jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Home Inspection jobs? Cities near Chicago, IL with the most Home Inspection job openings:
Home Inspection jobs near you
Infographic showing various Home Inspection job openings in Chicago, IL as of July 2026, with employment types broken down into 1% As Needed, 74% Full Time, 21% Part Time, and 4% Contract. Highlights an 78% Physical, 2% Hybrid, and 20% Remote job distribution, with an average salary of $62,214 per year, or $29.9 per hour.

Inside Sales Specialist

WIN Home Inspection

Chicago, IL • On-site

Full-time

Medical, Dental, Vision, Retirement

Re-posted 16 days ago

Job description

ABOUT WIN:
WIN (www.winfranchising.com) is the #1 ranked home services franchise in its category and a proud member of the Entrepreneur 500. Backed by three decades of excellence, we're on a mission to build a global brand by transforming the $250+ billion U.S. residential services market through AI-driven innovation, exceptional customer experience, and operational excellence. Combining the stability of an established leader with the energy of a fast-growing organization, WIN offers driven, like-minded professionals a unique opportunity for meaningful personal and professional growth.
ABOUT THE INSIDE SALES SPECIALIST JOB:
We're looking for a dynamic, personable Inside Sales Specialist to help aspiring business owners explore the opportunity to start their own WIN franchise.This isn't your typical sales role. You won't be cold-calling or pitching. Instead, you'll serve as the first point of contact for qualified candidates who have expressed interest in WIN. Your job is to guide these individuals through a structured discovery conversation, help them understand the WIN opportunity, and build meaningful, trust-based relationships. This is a hands on role.
QUALITIES THAT'LL SET YOU UP FOR SUCCESS IN THIS ROLE:
  1. A people person with exceptional interpersonal and communication skills
  2. Naturally curious and a great listener
  3. Empathetic, thoughtful, and energized by helping others succeed
  4. Organized, proactive, and motivated by goals and results
  5. Comfortable managing multiple conversations and follow-ups using a CRM system
  6. Able to work independently with discipline while enjoying team collaboration

WHO IS THIS ROLE PERFECT FOR?
We're not looking for traditional sales experience. If you're someone with 5+ years of full-time professional experience, who connects easily with people and enjoys high-touch communication, this role could be a great fit. You might currently be in a role such as:
  1. Marketing coordinator or client-facing account manager
  2. Operations or administrative specialist with frequent stakeholder interaction
  3. Recruiter, admissions advisor, or small business consultant

These are just examples. If you thrive on conversations and relationships, and have a strong desire to grow in an environment of continual learning and hands-on training, we want to hear from you, regardless of your background.
WHAT YOU'LL DO:
  1. Conduct scheduled intro calls with inbound leads from WIN's marketing funnel
  2. Guide candidates through an introductory discovery process using WIN's presentation
  3. Use our CRM system to manage contacts, schedule touchpoints, and track progress
  4. Collaborate with the team to continuously improve the candidate experience and journey

WHAT WE OFFER:
  1. Comprehensive onboarding and training to set you up for success
  2. A mission-driven, inclusive culture built on respect and collaboration
  3. Paid medical, dental, and vision coverage
  4. 401(k) matching
  5. Remote work flexibility and technology stipend
  6. Opportunities to grow in a highly innovative environment with a nationally recognized brand

OUR CULTURE:
We're builders, listeners, and optimists. At WIN, we value initiative, integrity, and a genuine spirit of collaboration. Our team celebrates wins big and small, supports each other's growth, and leads with empathy. Meet our team and culture →
WIN is proud to be an Equal Opportunity Employer. All applicants will receive consideration without regard to race, gender, disability, religion, sexual orientation, or any other protected characteristic.
#LI-REMOTE

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