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1099 Position Jobs in Chicago, IL (NOW HIRING)

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THIS IS AN INDEPENDENT CONTRACTOR/1099 POSITION * The Independent Contractor/1099 must possess a valid drivers license and the ability to use own reliable vehicle to transport self and others. * The ...

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THIS IS AN INDEPENDENT CONTRACTOR/1099 POSITION * The Independent Contractor/1099 must possess a valid drivers license and the ability to use own reliable vehicle to transport self and others. * The ...

Seeking a Psychiatrist for 1099 position in Chicagoland area. Owner is looking to retire/ sell practice. Would love to add a Psychiatrist who would be interested in taking over practice. HUGE earning ...

... position; fellowship-trained or highly skilled candidates preferred W2 only (no 1099) position Compensation: $400,000-$420,000/year Visa sponsorship available Job Post Description Regional ...

CDL A Company Driver

Chicago, IL · On-site

$8.0K - $12K/wk

Hiring CDL Class A Company Driver (1099 Position) Equipment: Kenworth 2020 T680 - well-maintained and in excellent condition. Employment Status: * The driver will be classified as a 1099 independent ...

Truck Driver Dry Van

Joliet, IL · On-site

$2.0K - $3.0K/wk

Freight across all 48 states (mainly Midwest, South & Southeast). * 2022-2027 automatic trucks. * 1099 position with weekly direct deposit. * 24/7 dispatch & driver support. Now hiring nationwide.

Truck Driver Dry Van

Chicago, IL · On-site

$2.0K - $3.0K/wk

Freight across all 48 states (mainly Midwest, South & Southeast). * 2022-2027 automatic trucks. * 1099 position with weekly direct deposit. * 24/7 dispatch & driver support. Now hiring nationwide.

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1099 Position information

What is a 1099 position?

A 1099 position refers to a job where an individual works as an independent contractor rather than as a traditional employee. Instead of receiving a W-2 form from an employer, workers in 1099 positions receive a 1099-NEC form to report their earnings for tax purposes. These workers are responsible for their own taxes, benefits, and work expenses. 1099 positions offer more flexibility but less job security and fewer benefits compared to regular employment.

What are the key skills and qualifications needed to thrive in a 1099 (independent contractor) position?

To thrive in a 1099 position, you need expertise in your specific field, a strong understanding of self-employment regulations, and the ability to manage your own business operations. Familiarity with accounting software, invoicing systems, and relevant industry certifications can streamline administrative and compliance tasks. Excellent time management, self-motivation, and communication skills help you juggle multiple clients and maintain professional relationships. These skills and qualities are essential as they enable you to operate independently, deliver quality service, and ensure sustained business growth.

What are some common challenges faced by professionals working in 1099 (independent contractor) positions?

Professionals in 1099 positions often encounter challenges such as managing inconsistent income, handling their own taxes and benefits, and maintaining a steady flow of clients or projects. Unlike traditional employees, 1099 contractors are responsible for their own health insurance and retirement planning, which can require additional research and organization. Additionally, they must be proactive in networking, marketing their services, and staying current with industry trends to remain competitive and secure ongoing work.

What is the difference between 1099 Position vs Independent Contractor?

Aspect1099 PositionIndependent Contractor
CredentialsMay require specific certifications depending on the roleOften requires similar certifications, depending on industry
Work EnvironmentTypically project-based or freelance work, flexible hoursSimilar flexible work environment, often self-managed
Employer UsageUsed by companies to classify freelance or temporary workersCommonly used interchangeably with 1099 Position, both refer to non-employee roles

Both 1099 Position and Independent Contractor refer to non-employee roles with similar credentials and flexible work settings. The main difference is that 1099 Position emphasizes the tax classification, while Independent Contractor describes the working relationship. They are often used interchangeably in industry contexts.

How do I become a 1099 position?

To work as a 1099 independent contractor, you typically need to establish your own business entity, such as a sole proprietorship or LLC, and obtain any necessary licenses or permits. You will also need to set up a system for tracking income and expenses, and be prepared to handle self-employment taxes. No specific certification is required, but relevant skills and experience in the field are essential.

What are popular job titles related to 1099 Position jobs in Chicago, IL?

For 1099 Position jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching 1099 Position jobs in Chicago, IL look for?

The top searched job categories for 1099 Position jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for 1099 Position jobs?

Cities near Chicago, IL with the most 1099 Position job openings:

Infographic showing various 1099 Position job openings in Chicago, IL as of August 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 100% In-person job distribution.

Case Coordinator (Child Welfare)

Promising Futures, Inc.

Merrillville, IN • On-site

$27 - $60/hr

Contractor

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 28 days ago

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Job description

Promising Futures, Inc. is a social service agency in the area of child welfare. Our goal is to break the cycle and silence of violence. We partner with various agencies to accomplish the goal of keeping families safe. We are looking for individuals who have a passion to help those in need.

Case Manager Job Description includes but not limited to:

  • Home visits
  • Participation in DCS Case planning
  • Supervised visitation
  • Coordination of services
  • Conflict management
  • Emergency/crisis services
  • Child development education
  • Domestic violence education
  • Parenting education/training
  • Family communication
  • Facilitate transportation
  • Facilitate support groups
  • Participation in Child and Family Team meetings
  • Family reunification/preservation
  • Reactive Attachment Disorder (RAD) support
  • Foster family support
  • Advocacy
  • Family assessment
  • Community referrals and follow-up
  • Develop structure/time management
  • Behavior modification
  • Budgeting/money management
  • Meal planning/preparation
  • Parent training with children present
  • Monitor Progress of Parenting Skills
  • Community Services Information
  • Develop Long and Short-Term Goals
  • Tutoring
  • Father's Engagement Services
  • Truancy Termination Classes
  • Mentoring
  • Independent Living Skills
  • High School Credit Recovery
  • Participation in Court Hearings
  • Document client Progress Notes and Reports in the company database
  • Consistent Communication with Referring Sources

Educational Requirements:

Bachelor’s degree in Psychology or Sociology, or Social Work b) Master’s degree in Psychology, Sociology, Social Work; OR c) Bachelor’s or Master’s degree in a directly related human services field.

THIS IS AN INDEPENDENT CONTRACTOR/1099 POSITION

  • The Independent Contractor/1099 must possess a valid drivers license and the ability to use own reliable vehicle to transport self and others.
  • The Independent Contractor/1099 is responsible for obtaining and maintaining full coverage Automobile insurance
  • The Independent Contractor/1099 is responsible for obtaining and maintaining Professional Liability (malpractice) Insurance

This position is an Independent Contractor/1099 position, there are no benefits.

The ideal candidate will work in the following counties:

Lake County and the surrounding counties. Clients will be seen in the community, a facility or in their home.

The Independent Contractor/1099 must pass all background checks which include:

National FBI Check; National Sex Offender; Child Protective Services Check; Local Background Checks

Qualities of an Ideal Candidate include but not limited to:

  • Reliable
  • Trustworthy
  • Timely
  • Practice Trauma Informed Care
  • Compassionate
  • Hardworking
  • People Person
  • Ability to Work Independently
  • Take Accountability
  • Utilize Critical Thinking Skills
  • Possess Effective Communication Skills
  • Culturally Competent
  • Possess Strong Computer/Database Skills
  • Have strong Documentation skills
  • Compliant with all City, State, Federal and Agency laws, policies and procedures
  • Facilitate support groups
  • Participation in Child and Family Team meetings
  • Family reunification/preservation
  • Reactive Attachment Disorder (RAD) support
  • Foster family support
  • Advocacy
  • Family assessment
  • Community referrals and follow-up
  • Develop structure/time management
  • Behavior modification
  • Budgeting/money management
  • Meal planning/preparation
  • Parent training with children present
  • Monitor Progress of Parenting Skills
  • Community Services Information
  • Develop Long and Short-Term Goals
  • Tutoring
  • Father's Engagement Services
  • Truancy Termination Classes
  • Mentoring
  • Independent Living Skills
  • High School Credit Recovery
  • Participation in Court Hearings
  • Document client Progress Notes and Reports in the company database
  • Consistent Communication with Referring Sources

Educational Requirements:

Bachelor’s degree in Psychology or Sociology, or Social Work b) Master’s degree in Psychology, Sociology, Social Work; OR c) Bachelor’s or Master’s degree in a directly related human services field.

THIS IS AN INDEPENDENT CONTRACTOR/1099 POSITION

  • The Independent Contractor/1099 must possess a valid drivers license and the ability to use own reliable vehicle to transport self and others.
  • The Independent Contractor/1099 is responsible for obtaining and maintaining full coverage Automobile insurance
  • The Independent Contractor/1099 is responsible for obtaining and maintaining Professional Liability (malpractice) Insurance

This position is an Independent Contractor/1099 position, there are no benefits.

The ideal candidate will work in the following counties:

Marion County and the surrounding counties. Clients will be seen in the community, a facility or in their home.

The Independent Contractor/1099 must pass all background checks which include:

National FBI Check; National Sex Offender; Child Protective Services Check; Local Background Checks

Qualities of an Ideal Candidate include but not limited to:

  • Reliable
  • Trustworthy
  • Timely
  • Practice Trauma Informed Care
  • Compassionate
  • Hardworking
  • People Person
  • Ability to Work Independently
  • Take Accountability
  • Utilize Critical Thinking Skills
  • Possess Effective Communication Skills
  • Culturally Competent
  • Possess Strong Computer/Database Skills
  • Have strong Documentation skills
  • Compliant with all City, State, Federal and Agency laws, policies and procedures

Promising Futures, Inc.