This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact telehealth work. What You'll Do * Conduct initiating visits. Perform telehealth-based E/M or Annual ...
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This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact telehealth work. What You'll Do * Conduct initiating visits. Perform telehealth-based E/M or Annual ...
Quick apply
This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact telehealth work. What You'll Do * Conduct initiating visits. Perform telehealth-based E/M or Annual ...
Chicago, IL · Remote
This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact telehealth work. What You'll Do * Conduct initiating visits. Perform telehealth-based E/M or Annual ...
Quick apply
Chicago, IL · Remote
This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact telehealth work. What You'll Do * Conduct initiating visits. Perform telehealth-based E/M or Annual ...
Chicago, IL · Remote
$60K - $120K/yr
Position Type: 1099 Independent Contractor * Compensation: Commission-based; earnings vary by activity and performance * Schedule: Flexible, remote; part-time or full-time * Location: Remote, United ...
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Chicago, IL · Remote
$60K - $120K/yr
Position Type: 1099 Independent Contractor * Compensation: Commission-based; earnings vary by activity and performance * Schedule: Flexible, remote; part-time or full-time * Location: Remote, United ...
Naperville, IL · Remote
$60K - $120K/yr
Position Type: 1099 Independent Contractor * Compensation: Commission-based; earnings vary by activity and performance * Schedule: Flexible, remote; part-time or full-time * Location: Remote, United ...
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Naperville, IL · Remote
$60K - $120K/yr
Position Type: 1099 Independent Contractor * Compensation: Commission-based; earnings vary by activity and performance * Schedule: Flexible, remote; part-time or full-time * Location: Remote, United ...
Chicago, IL · Remote
$150K - $200K/yr
Medical
Dental
Vision
Retirement
Remote (Must be licensed in Illinois) Employment Type: Full-Time (W-2 or 1099 Contractor) Compensation: Paid per billed session Estimated Annual Earnings: $150,000-$200,000 About Reparo Health:
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Chicago, IL · Remote
$150K - $200K/yr
Medical
Dental
Vision
Retirement
Remote (Must be licensed in Illinois) Employment Type: Full-Time (W-2 or 1099 Contractor) Compensation: Paid per billed session Estimated Annual Earnings: $150,000-$200,000 About Reparo Health:
Chicago, IL · Remote
$90K - $120K/yr
Medical
Dental
Vision
Life
Retirement
Remote (Must be licensed in Illinois) Employment Type: Full-Time (W-2 or 1099 Contractor) Compensation: Paid per billed session Estimated Annual Earnings: $90,000-$120,000 About Reparo Health: Reparo ...
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Chicago, IL · Remote
$90K - $120K/yr
Medical
Dental
Vision
Life
Retirement
Remote (Must be licensed in Illinois) Employment Type: Full-Time (W-2 or 1099 Contractor) Compensation: Paid per billed session Estimated Annual Earnings: $90,000-$120,000 About Reparo Health: Reparo ...
Chicago, IL · Remote
$50K - $100K/yr
Remote (Work from anywhere) ● Compensation: 1099 Independent Contractor -- Commission Only, Uncapped ● Job Type: Independent Contractor (1099) About the Opportunity Taubman Financial Management ...
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Chicago, IL · Remote
$50K - $100K/yr
Remote (Work from anywhere) ● Compensation: 1099 Independent Contractor -- Commission Only, Uncapped ● Job Type: Independent Contractor (1099) About the Opportunity Taubman Financial Management ...
Chicago, IL · On-site +1
$36 - $40/hr
Fully Remote, 1099 Contract Opportunity Illinois Computer Science certification required. High ... This is a 1099 Independent Contractor position following the school district's calendar. Immediate ...
Chicago, IL · On-site +1
$36 - $40/hr
Fully Remote, 1099 Contract Opportunity Illinois Computer Science certification required. High ... This is a 1099 Independent Contractor position following the school district's calendar. Immediate ...
Chicago, IL · Remote
Seasoned Recruitment is seeking a dedicated and compassionate Psychiatrist to join our clinical network in a fully remote, 1099 independent contractor capacity. This role is meticulously designed for ...
Chicago, IL · Remote
Seasoned Recruitment is seeking a dedicated and compassionate Psychiatrist to join our clinical network in a fully remote, 1099 independent contractor capacity. This role is meticulously designed for ...
Chicago, IL · Remote
Seasoned Recruitment is seeking a dedicated and compassionate Psychiatrist to join our clinical network in a fully remote, 1099 independent contractor capacity. This role is meticulously designed for ...
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Chicago, IL · Remote
Seasoned Recruitment is seeking a dedicated and compassionate Psychiatrist to join our clinical network in a fully remote, 1099 independent contractor capacity. This role is meticulously designed for ...
Employment Type: 1099 Independent Contractor Industry: Electric Vehicle (EV) Charging Infrastructure Location: Remote / Territory-Based Compensation: Commission-Only (High Earning Potential) Company ...
Employment Type: 1099 Independent Contractor Industry: Electric Vehicle (EV) Charging Infrastructure Location: Remote / Territory-Based Compensation: Commission-Only (High Earning Potential) Company ...
Employment Type: 1099 Independent Contractor Industry: Electric Vehicle (EV) Charging Infrastructure Location: Remote / Territory-Based Compensation: Commission-Only (High Earning Potential) Company ...
Employment Type: 1099 Independent Contractor Industry: Electric Vehicle (EV) Charging Infrastructure Location: Remote / Territory-Based Compensation: Commission-Only (High Earning Potential) Company ...
Employment Type: 1099 Independent Contractor Industry: Electric Vehicle (EV) Charging Infrastructure Location: Remote / Territory-Based Compensation: Commission-Only (High Earning Potential) Company ...
Employment Type: 1099 Independent Contractor Industry: Electric Vehicle (EV) Charging Infrastructure Location: Remote / Territory-Based Compensation: Commission-Only (High Earning Potential) Company ...
Chicago, IL · Remote
Medical
PTO
Benefits Business & Financial Advantages (1099 Freedom) As a 1099 contractor, you don't receive ... Zero chargebacks for TMS, load boards, or back-office. * 100% Remote Flexibility: Work whenever ...
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Chicago, IL · Remote
Medical
PTO
Benefits Business & Financial Advantages (1099 Freedom) As a 1099 contractor, you don't receive ... Zero chargebacks for TMS, load boards, or back-office. * 100% Remote Flexibility: Work whenever ...
Chicago, IL · On-site +1
Medical
PTO
Benefits Business & Financial Advantages (1099 Freedom) As a 1099 contractor, you don't receive ... Zero chargebacks for TMS, load boards, or back-office. * 100% Remote Flexibility: Work whenever ...
Chicago, IL · On-site +1
Medical
PTO
Benefits Business & Financial Advantages (1099 Freedom) As a 1099 contractor, you don't receive ... Zero chargebacks for TMS, load boards, or back-office. * 100% Remote Flexibility: Work whenever ...
Chicago, IL · Remote
$30/hr
Remote -- United States THE HIGHLIGHTS * Anticipated Start Date: Summer 2026 ... Role Type: Contracted, 1099 * Payment Terms: Net 30 * Licensure: Candidate must hold valid ...
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Chicago, IL · Remote
$30/hr
Remote -- United States THE HIGHLIGHTS * Anticipated Start Date: Summer 2026 ... Role Type: Contracted, 1099 * Payment Terms: Net 30 * Licensure: Candidate must hold valid ...
Chicago, IL · Remote
$60K - $110K/yr
Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...
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Chicago, IL · Remote
$60K - $110K/yr
Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...
Gary, IN · Remote
$60K - $110K/yr
Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...
Quick apply
Gary, IN · Remote
$60K - $110K/yr
Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...
Chicago, IL · Remote
$60K - $110K/yr
Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...
Quick apply
Chicago, IL · Remote
$60K - $110K/yr
Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...
Wilmette, IL · On-site +1
$1.0K/day
... contractor bench as an on-call recruiter. This isn't a steady nine-to-five - it's a flexible ... The Engagement This is a 1099 independent contractor position, engaged on a project-by-project ...
New
Wilmette, IL · On-site +1
$1.0K/day
... contractor bench as an on-call recruiter. This isn't a steady nine-to-five - it's a flexible ... The Engagement This is a 1099 independent contractor position, engaged on a project-by-project ...
New
$17.83 - $18.44
7% of jobs
$19.02 is the 25th percentile. Wages below this are outliers.
$18.44 - $19.04
19% of jobs
$19.04 - $19.65
5% of jobs
$19.65 - $20.26
3% of jobs
$20.26 - $20.87
14% of jobs
The median wage is $21.02 / hr.
$20.87 - $21.48
6% of jobs
$21.48 - $22.08
0% of jobs
$22.08 - $22.69
0% of jobs
$22.69 - $23.30
0% of jobs
$23.78 is the 75th percentile. Wages above this are outliers.
$23.30 - $23.91
26% of jobs
$23.91 - $24.52
20% of jobs
$17
$22
$24
A typical day for a Remote 1099 Contractor involves independently managing your schedule, attending virtual meetings, and completing project-based tasks using digital communication and collaboration tools. Depending on your area of expertise, your responsibilities may include delivering client work, tracking progress, submitting invoices, and promptly responding to client requests or feedback. Interaction with clients or teammates is usually done remotely, so strong written and verbal communication is essential. While you’ll enjoy flexibility and autonomy, it’s important to remain self-motivated and organized to meet client expectations.
A Remote 1099 Contractor is an independent worker who provides services to a company without being classified as an employee. They typically work remotely and are responsible for managing their own taxes, benefits, and work schedule. Unlike W-2 employees, 1099 contractors do not receive company-provided benefits like health insurance or paid time off. They are often hired for specific projects or ongoing freelance work and must ensure they meet all tax and legal obligations as self-employed individuals.
To thrive as a Remote 1099 Contractor, you need strong self-management, time management, and expertise in your specialty, typically supported by relevant professional experience or certifications. Familiarity with remote collaboration tools such as Zoom, Slack, and project management software is commonly required. Excellent communication, adaptability, and problem-solving skills help you excel in an independent and often fast-paced remote environment. These abilities are essential for delivering quality work, meeting deadlines, and maintaining successful client relationships when working remotely as an independent contractor.
The most popular types of 1099 Contractor jobs in Chicago, IL are:
For Remote 1099 Contractor jobs in Chicago, IL, the most frequently searched job titles are:
The top searched job categories for Remote 1099 Contractor jobs in Chicago, IL are:
Cities near Chicago, IL with the most Remote 1099 Contractor job openings:

Contractor
Re-posted 27 days ago
Baba is rebuilding healthcare for older adults.
Navigating healthcare can be overwhelming. By 2030, over 65 million older adults will make up nearly a quarter of the U.S. population, creating one of the largest and most urgent challenges in healthcare. Baba makes it easier by pairing older adults with an expert advocate (usually a nurse or social worker) who coordinates their care. Baba's insurance-covered advocates have supported thousands of families by writing insurance appeals, researching specialists, getting medical equipment and cheaper medications, and scheduling appointments.
Baba is backed by top tier investors and supports thousands of families across assisted living, nursing homes, and at-home settings. www.callbaba.com
About the RoleAs an Intake Consultations Nurse Practitioner at Baba, you’ll perform brief, structured telehealth visits that establish medical necessity for our care navigation programs. These intake visits are the cornerstone of Baba’s service— identifying high-risk conditions, unmet social needs, and confirming eligibility for ongoing care navigation services.
You’ll work with our care advocates and clinical operations team to ensure patients are enrolled safely, compliantly, and compassionately into the right level of support. This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact telehealth work.
What You’ll DoConduct initiating visits. Perform telehealth-based E/M or Annual Wellness Visits (AWVs) to establish medical necessity for care navigation services and identify high-risk conditions or unmet social needs.
Document findings in Baba’s platform, ensuring accurate coding and use of SDOH Z-codes, diagnoses, and risk factors.
Validate care plans. Develop and approve individualized care plans to ensure alignment with the patient’s medical treatment plan and documentation of continued medical necessity.
Collaborate with advocates and nurse care managers to finalize individualized care plans aligned with each patient’s medical and social needs.
Education: Completion of an accredited Nurse Practitioner program. (Required)
Licensure: Active Nurse Practitioner or APRN license, in good standing - licensed in multiple states. (Required)
Experience: 2+ years of experience in primary care, telehealth, or care management. (Required)
Familiarity with Medicare programs, including care navigation, incident-to requirements, and SDOH documentation.
Proficiency with EMRs, care management platforms, and telehealth workflows.
Bilingual a plus +
Help shape a new model of integrated, tech-enabled care advocacy that unites clinical oversight with social support.
Work remotely and flexibly while ensuring patients receive high-quality care.
Join a mission-driven team building the care copilot that every patient deserves.