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Remote Assistant 1099 Contractor Jobs in Chicago, IL

Pay: $600$720/day (1099 contractor, based on efficiency) * Schedule: Minimum 24 hours/week Flexible ... Fully remote no commute, no travel * Consistent visit flow and structured workflows Schedule ...

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 ...

Executive Assistant (Remote) We are seeking high-leverage operators who bring structure, clarity ... Remote (U.S. only; excluding CA, CO, MT, NJ, NY, PA) * 1099 Contractor | Starting at $20/hour ...

Illinois Remote (No travel) * Pay: $600-$720/day (1099 contractor, based on efficiency) * Schedule: Minimum 24 hours/week Flexible scheduling Our client is a fast-growing healthcare organization ...

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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:
What job categories do people searching Remote Assistant 1099 Contractor jobs in Chicago, IL look for? The top searched job categories for Remote Assistant 1099 Contractor jobs in Chicago, IL are:
Infographic showing various Remote Assistant 1099 Contractor job openings in Chicago, IL as of May 2026, with employment types broken down into 47% Full Time, 24% Part Time, and 29% Contract. Highlights an 100% Remote job distribution.
Remote Psychotherapist (1099 Independent Contractor)

Remote Psychotherapist (1099 Independent Contractor)

Seasoned Recruitment

Chicago, IL • Remote

Contractor

Posted 2 days ago


Job description

Are you a dedicated clinician who loves the work but is tired of the "grind"? We are looking for a licensed Psychotherapist to join our team as an independent contractor. If you’re looking for a role that respects your clinical autonomy, offers total schedule control, and lets you work from your favorite home office (or your couch—we won’t tell), let’s talk.

The Role at a Glance

As a 1099 Contractor, you are the CEO of your own schedule. You provide high-quality teletherapy to a diverse caseload, while we handle the backend logistics so you can focus on what actually matters: helping people heal.

  • Status: 1099 Independent Contractor
  • Location: 100% Remote (Work from anywhere with a stable internet connection)
  • Schedule: Fully flexible. You set your own hours—morning person or night owl, it’s up to you.
What You’ll Be Doing
  • Conducting initial assessments and developing personalized treatment plans.
  • Providing evidence-based individual (and/or group/couples) therapy via a secure HIPAA-compliant platform.
  • Maintaining timely and accurate clinical documentation (soap notes, treatment plans, etc.).
  • Managing your own calendar and client volume based on your personal capacity.
What You Bring to the Table
  • Licensure: Must hold a valid, unrestricted license
  • Clinical Skill: Experience with evidence-based modalities (CBT, DBT, ACT, EMDR, etc.).
  • Tech Savvy: Comfortable navigating EHR systems and video conferencing tools.
  • Professionalism: A private, quiet, and professional space to conduct confidential sessions.
  • Independence: The self-motivation to manage your own caseload and administrative requirements.
Why You’ll Love This
  • Total Autonomy: No "minimum hour" requirements. You decide how many clients you see.
  • Zero Commute: Save money on gas and time on the road.
  • Clinical Freedom: You have the flexibility to practice in the way that best serves your clients' needs.
How to Apply

If you’re ready to trade the office fluorescent lights for the comfort of home and a schedule that actually works for your life, we’d love to hear from you.


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About Seasoned Recruitment

Sourced by ZipRecruiter

Seasoned Recruitment is a premier recruitment agency based in Las Vegas, NV, US, specializing in the food and beverage industry. Founding its roots back in the mid-2010s, the company has a solid track record in connecting talented individuals with companies looking for specific expertise for roles ranging from mid-level management to high-profile executive positions. Recognized for its activeness and professional expertise, Seasoned Recruitment's business has been built on the core values of integrity, discretion, and personalized client and candidate service. The company’s mission is to connect job seekers and employers in the food and beverage sector, with an emphasis on finding the most favorable matches that benefit both parties.

Industry

Recruiting and staffing services

Company size

11 - 50 Employees

Headquarters location

Las Vegas, NV, US

Year founded

2016

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