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Residual Income Jobs in Chicago, IL (NOW HIRING)

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Residual Income: Build a book of business! You earn commission every month the client pays their bill, creating cumulative income that grows over time. * Total Account Commission: You get paid on any ...

Insurance Agent - Full Training Provided!

Joliet, IL Β· On-site

$63K - $75K/yr

  • Dental

  • Vision

Residual Income: Enjoy ongoing income through renewals, providing long-term financial stability. * Work for Yourself: Be your own boss, build your own business, and achieve personal and professional ...

Remote Sales Specialist

Aurora, IL Β· On-site +1

  • Medical

  • Dental

Plus, enjoy lifelong residual income through renewals! * πŸ”‹ Bonuses & Benefits: Earn weekly pay with exciting bonuses that reward your outstanding performance. Enjoy a unionized position with stock ...

Remote Sales Specialist

Waukegan, IL Β· On-site +1

  • Medical

  • Dental

Plus, enjoy lifelong residual income through renewals! * πŸ”‹ Bonuses & Benefits: Earn weekly pay with exciting bonuses that reward your outstanding performance. Enjoy a unionized position with stock ...

Remote Sales Specialist

Aurora, IL Β· On-site +1

  • Medical

  • Dental

Plus, enjoy lifelong residual income through renewals! * πŸ”‹ Bonuses & Benefits: Earn weekly pay with exciting bonuses that reward your outstanding performance. Enjoy a unionized position with stock ...

Remote Sales Specialist

Waukegan, IL Β· On-site +1

  • Medical

  • Dental

Plus, enjoy lifelong residual income through renewals! * πŸ”‹ Bonuses & Benefits: Earn weekly pay with exciting bonuses that reward your outstanding performance. Enjoy a unionized position with stock ...

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Showing results 1-20

Residual Income information

See Chicago, IL salary details

$38.6K

$81.5K

$103.5K

How much do residual income jobs pay per year?

As of Aug 17, 2026, the average yearly pay for residual income in Chicago, IL is $81,470.00, according to ZipRecruiter salary data. Most workers in this role earn between $67,000.00 and $95,800.00 per year, depending on experience, location, and employer.

What is residual income?

Residual income refers to money that continues to be earned after the initial effort has been completed. This type of income often comes from investments, rental properties, royalties, or businesses that generate ongoing revenue with minimal daily involvement. It's a popular concept for those seeking financial independence because it allows for continuous earnings without constant active work. Examples include book royalties, dividends from stocks, or rental income from real estate properties.

What are the key skills and qualifications needed to thrive as a residual income specialist, and why are they important?

To thrive as a Residual Income Specialist, you need a solid understanding of financial principles, passive income strategies, and business development, often supported by experience in finance or marketing. Familiarity with CRM software, financial analytics tools, and investment platforms is typically required. Strong networking, communication, and self-motivation skills set top performers apart in this field. These abilities are essential for building sustainable income streams, managing client relationships, and adapting to changing market opportunities.

What are common challenges faced by professionals working in roles focused on building residual income?

Professionals working to build residual income often face the challenge of developing reliable revenue streams that require significant upfront effort or investment. It can take time to establish systems or products (such as rental properties, digital content, or network marketing channels) that generate ongoing income with minimal day-to-day involvement. Additionally, maintaining and scaling these income streams often requires strong self-motivation, adaptability to market changes, and effective time management. Collaborating with others, such as financial advisors or business partners, can also be essential for long-term success.

What is the difference between Residual Income vs Real Estate Agent?

AspectResidual IncomeReal Estate Agent
Required CredentialsVaries; often no formal credentials needed, but certifications can helpReal estate license required
Work EnvironmentCan be passive, from investments or royaltiesActive, client-facing sales environment
Industry UsageFinance, investments, royaltiesReal estate industry
Income TypeRecurring, passive income streamsCommission-based, active income

Residual income involves earning passive income through investments or royalties, while a real estate agent earns active commissions from property sales. Both roles are prominent in their industries, but residual income typically requires less active work once established, whereas real estate agents actively engage with clients to generate income.

What cities near Chicago, IL are hiring for Residual Income jobs?

Cities near Chicago, IL with the most Residual Income job openings:

Infographic showing various Residual Income job openings in Chicago, IL as of August 2026, with employment types broken down into 67% Part Time, and 33% Contract. Highlights an 67% In-person, and 33% Remote job distribution, with an average salary of $81,470 per year, or $39.2 per hour.

Remote Health Insurance Agent - Own Your Book & Residuals Income

Harmony Health Plans Inc

Chicago, IL β€’ Remote

$5.0K - $25K/mo

Contractor

Posted 28 days ago

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Job description

This isn't a job — it's your own business. Harmony Health is partnering with licensed health agents in [CITY] to sell ACA Marketplace plans as independent 1099 partners. You set your own hours, work 100% remote, and every customer you enroll becomes part of a book that's yours.

You work for yourself:

  • 1099 independent partnership — not a job, not employment. You're the boss.

  • Set your own hours; work from anywhere with a computer and a good connection

  • Partner under your own SSN or your own company

  • You own your book — every customer you enroll is yours to keep

Build residual income:

  • Monthly residuals — ongoing per-member income for as long as your customers stay active

  • A weekly upfront advance for every member you enroll

  • Overrides — recruit or refer other licensed agents under you and earn on their production

  • A book that keeps paying you month after month, even after the season ends

  • Add dental, vision, and accident coverage for more income and a stickier book

We bring the machine — you bring the license:

  • Leads provided at no out-of-pocket cost

  • Phone system and software included — $0 upfront

  • All carrier appointments set up through us

  • CMS guidelines provided so you sell clean and compliant

What you need:

  • Active health licenses in FL, TX, and GA (minimum) + E&O insurance. Don't have all three yet? Get started anyway and we'll show you how.

  • A reliable computer and a wired Ethernet connection

The honest part:

  • Open Enrollment runs Nov 1 – Dec 15 (may extend to Jan 15 depending on plan year). The weekly advance is subject to chargeback if a policy doesn't stay active and paid for three full months — so write clean business that sticks. Compliance always comes first. Earnings examples are illustrative and not guaranteed.

Ready to build something that's yours? Apply now.

This isn't a job — it's your own business. Harmony Health is partnering with licensed health agents in [CITY] to sell ACA Marketplace plans as independent 1099 partners. You set your own hours, work 100% remote, and every customer you enroll becomes part of a book that's yours.

You work for yourself:

  • 1099 independent partnership — not a job, not employment. You're the boss.

  • Set your own hours; work from anywhere with a computer and a good connection

  • Partner under your own SSN or your own company

  • You own your book — every customer you enroll is yours to keep

Build residual income:

  • Monthly residuals — ongoing per-member income for as long as your customers stay active

  • A weekly upfront advance for every member you enroll

  • Overrides — recruit or refer other licensed agents under you and earn on their production

  • A book that keeps paying you month after month, even after the season ends

  • Add dental, vision, and accident coverage for more income and a stickier book

We bring the machine — you bring the license:

  • Leads provided at no out-of-pocket cost

  • Phone system and software included — $0 upfront

  • All carrier appointments set up through us

  • CMS guidelines provided so you sell clean and compliant

What you need:

  • Active health licenses in FL, TX, and GA (minimum) + E&O insurance. Don't have all three yet? Get started anyway and we'll show you how.

  • A reliable computer and a wired Ethernet connection

The honest part:

  • Open Enrollment runs Nov 1 – Dec 15 (may extend to Jan 15 depending on plan year). The weekly advance is subject to chargeback if a policy doesn't stay active and paid for three full months — so write clean business that sticks. Compliance always comes first. Earnings examples are illustrative and not guaranteed.

Ready to build something that's yours? Apply now.

This isn't a job — it's your own business. Harmony Health is partnering with licensed health agents in [CITY] to sell ACA Marketplace plans as independent 1099 partners. You set your own hours, work 100% remote, and every customer you enroll becomes part of a book that's yours.

You work for yourself:

  • 1099 independent partnership — not a job, not employment. You're the boss.

  • Set your own hours; work from anywhere with a computer and a good connection

  • Partner under your own SSN or your own company

  • You own your book — every customer you enroll is yours to keep

Build residual income:

  • Monthly residuals — ongoing per-member income for as long as your customers stay active

  • A weekly upfront advance for every member you enroll

  • Overrides — recruit or refer other licensed agents under you and earn on their production

  • A book that keeps paying you month after month, even after the season ends

  • Add dental, vision, and accident coverage for more income and a stickier book

We bring the machine — you bring the license:

  • Leads provided at no out-of-pocket cost

  • Phone system and software included — $0 upfront

  • All carrier appointments set up through us

  • CMS guidelines provided so you sell clean and compliant

What you need:

  • Active health licenses in FL, TX, and GA (minimum) + E&O insurance. Don't have all three yet? Get started anyway and we'll show you how.

  • A reliable computer and a wired Ethernet connection

The honest part:

  • Open Enrollment runs Nov 1 – Dec 15 (may extend to Jan 15 depending on plan year). The weekly advance is subject to chargeback if a policy doesn't stay active and paid for three full months — so write clean business that sticks. Compliance always comes first. Earnings examples are illustrative and not guaranteed.

Ready to build something that's yours? Apply now.

Company Description

With decades of combined industry experience, Harmony Health blends time‐tested strategies with innovative tools to help agents excel in the Health Insurance Marketplace. We are a modern, growth‐focused agency built for independent professionals who want freedom, flexibility, and real earning potential..

We equip Marketplace agents with proven systems, hands‐on guidance, and a supportive network that accelerates success. Our model is simple: give agents the structure they need to thrive while preserving the independence they value.

At Harmony Health, you build a career for yourself—not by yourself. We champion entrepreneurship, reward performance, and create an environment where motivated individuals can grow quickly and make a meaningful impact in the communities they serve.