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Remote Assistant 1099 Contractor Jobs in Chicago, IL

Licensed Therapist (LCPC, LCSW, LMFT)

Chicago, IL ยท 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 ...

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 ...

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 ...

Remote Insurance Agent

Gary, IN ยท 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 ...

Remote Insurance Agent

Chicago, IL ยท 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 ...

Remote Insurance Agent

Chicago, IL ยท 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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Showing results 1-20

Remote Assistant 1099 Contractor information

What is the difference between Remote Assistant 1099 Contractor vs Virtual Executive Assistant?

AspectRemote Assistant 1099 ContractorVirtual Executive Assistant
CredentialsBasic administrative skills, sometimes certificationsAdministrative experience, possibly specialized certifications
Work EnvironmentRemote, flexible hoursRemote, often supporting executives or teams
Employer & Industry UsageFreelance or independent contractor roles across industriesSupporting executives in corporate or startup settings
Search & Comparison IntentLooking for flexible, freelance administrative workSeeking high-level virtual support for executives

The main difference is that a Remote Assistant 1099 Contractor typically works independently on various projects, offering general administrative support. In contrast, a Virtual Executive Assistant often provides specialized, high-level support directly to executives or teams, usually within corporate environments. Both roles are remote and flexible but differ in scope, responsibilities, and client relationships.

What are the most commonly searched types of Remote 1099 Contractor jobs in Chicago, IL?

The most popular types of Remote 1099 Contractor jobs in Chicago, IL are:

Infographic showing various Remote Assistant 1099 Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 2% As Needed, 76% Full Time, 19% Part Time, 1% Temporary, and 2% Contract. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution.

Psychiatric Mental Health Nurse Practitioner (PMHNP) - Illinois

Reparo Health

Chicago, IL โ€ข Remote

$150K - $200K/yr

Full-time

Medical, Dental, Vision, Retirement

Re-posted 12 days ago


Job description

Psychiatric Mental Health Nurse Practitioner (PMHNP) - Illinois
Location: 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:
Reparo Health is a virtual mental health practice on a mission to deliver compassionate, high-quality care through accessible telehealth services. We serve individuals across Illinois with a dedicated team of licensed therapists and psychiatric nurse practitioners. Our modern care model prioritizes collaboration, flexibility, and evidence-based treatment to support people in living fuller, healthier lives.

About the Role:
We are seeking a Psychiatric Mental Health Nurse Practitioner (PMHNP) licensed in Illinois to join our growing team. In this fully remote role, you'll provide comprehensive psychiatric assessments, medication management, and follow-up care for a diverse client base. You’ll work closely with therapists and other team members to provide coordinated, high-quality mental health care.

What You’ll Do:
  • Conduct psychiatric evaluations and follow-up appointments via secure telehealth.
  • Diagnose and treat a range of mental health conditions.
  • Prescribe and manage psychotropic medications, adjusting as needed for safety and effectiveness.
  • Educate clients and families on conditions, treatment options, and medications.
  • Collaborate with therapists to deliver integrated, holistic care.
  • Maintain timely, accurate documentation in our HIPAA-compliant EHR.
  • Engage in optional team meetings, peer consults, and continuing education.

What We’re Looking For:
  • Active and unrestricted PMHNP license in Illinois.
  • DEA license (or ability to obtain one).
  • Prior experience in outpatient or telehealth psychiatry preferred.
  • Strong knowledge of psychopharmacology and evidence-based care.
  • Tech-savvy and comfortable with EHR and video platforms.
  • Compassionate, reliable, and client-centered.

Benefits (W-2 employees):
  • Fully remote with flexible hours.
  • Competitive compensation; estimated earnings $150k–$200k/year.
  • Health, dental, and vision insurance.
  • Access to 401(k) retirement plan with up to 3.5% company match.
  • Collaborative, mission-driven team environment.

For 1099 contractors: optional participation in clinical meetings and flexible scheduling with competitive per-session rates.

Choose the Structure That Works for You:
We offer both W-2 employment (with full benefits) and 1099 contractor roles to match your career needs and lifestyle.

Apply Now:
Join us in transforming access to mental health care across Illinois—on your terms.

For more information, please visit reparohealth.com/careers
Reparo Health is an Equal Opportunity Employer. We welcome applicants from all backgrounds and are committed to building an inclusive workplace.