1099 remote jobs in Chicago

432 1099 remote job listings in United States. Find daily updated positions from leading job boards.


  • Chicago, Illinois, United States Augmentis Remote Full-time

    Independent Executive Search Consultant (1099) — Remote Augmentis | Boutique Executive Search & Talent Augmentation Firm  About Augmentis Augmentis is the executive search and talent augmentation arm of The Work In Me, LLC, a Houston-based firm with 18+ years in the recruiting industry. We specialize in placing Accounting, Finance, Operations, Supply...


  • Chicago, Illinois, United States S4L Partners Remote Full-time

    About S4L Partners S4L Partners is a specialized recruiting firm connecting top logistics and transportation talent with high-growth brokerages and supply chain companies across the United States. With a network of more than 50 freight brokerage clients, we partner with organizations that value strong sales professionals, operational excellence, and...


  • Chicago, IL, United States Carex Consulting Group Full-time

    Carex Consulting Group is partnering with a Healthtech industry partner to hire a Technical Support Engineer responsible for first-line production support of a mission-critical SaaS platform, across multiple regions. You will own incidents from alert to resolution, investigating issues and escalating defects with actionable context. You'll collaborate with...


  • Chicago, Illinois, United States Seasoned Recruitment Remote Full-time

    DescriptionImmediate Openings | Ramping Up for the Holiday Season & 2027 ExpansionPosition OverviewSeasoned Recruitment is currently partnering with premier mental health organizations to recruit fully licensed Psychotherapists for 100% remote 1099 contractor positions. Our clinical partners are rapidly expanding to meet increased patient demand as they ramp...


  • chicago, illinois, United States Schaeffer Mfg. Company Full-time

    Outside Sales Representative – Unlimited Commission Potential Schaeffer Manufacturing Company – (Remote, 1099 Position) Grow Your Own Business with Schaeffer Oil! Join Schaeffer Oil — a trusted American-made brand with over 185 years of proven performance in the lubricants and fuel additives industry. We're looking for experienced,...


  • Chicago, IL, United States Schaeffer Mfg. Full-time

    Outside Sales Representative – Unlimited Commission Potential Schaeffer Manufacturing Company – (Remote, 1099 Position) Grow Your Own Business with Schaeffer Oil! Join Schaeffer Oil — a trusted American-made brand with over 185 years of proven performance in the lubricants and fuel additives industry. We’re looking for experienced,...


  • Chicago, Illinois, United States Symicor Group Remote Part-time $40 Permanent

    Bank Recruiting Analyst (1099) – To $40/hr – Remote – Job # 3775Who We Are:The Symicor Group is a boutique talent acquisition firm based in Schaumburg, IL & Rockport, TX. Our nationally unique value proposition centers around providing the very best available banking and accounting talent. In fact, most of our recruiters are former bankers or...


  • Chicago, Illinois, United States Sylvan Health Remote Full-time

    DescriptionSylvan is looking for a mission-driven, hard-working team member who is passionate about improving patient lives. The successful candidate will be able to empathize with patients, work accurately and efficiently across multiple systems, and have excellent communication skills. Our mission is to empower patients to live healthier lives by making...


  • City Of Chicago, IL, United States Schaeffer Mfg. Company Full-time

    Outside Sales Representative – Unlimited Commission PotentialSchaeffer Manufacturing Company – (Remote, 1099 Position)Grow Your Own Business with Schaeffer Oil!Join Schaeffer Oil — a trusted American-made brand with over 185 years of proven performance in the lubricants and fuel additives industry.We’re looking for experienced, self-motivated sales...


  • Chicago, IL, United States Perry Health Inc Full-time

    Job DescriptionJob DescriptionMulti-State Nurse Practitioner (NP) – ContractedLocation: Remote — United States THE HIGHLIGHTSAnticipated Start Date: Summer 2026Role Type: Contracted, 1099Payment Terms: Net 30Licensure: Candidate must hold valid, unencumbered nurse practitioner licensure with prioritization in the following states: AL, UT, IA, IL, IN, MI,...


  • chicago, illinois, United States Symmetry Full-time

    Remote Sales And Team Builder Team Mank is a diverse group of people who have come together to reinvent and lead the future of insurance. We offer a rare mix of world-class product leadership and insurtech, outstanding corporate support, and rapid customer traction combined with a vision big enough to change the world. Mank welcomes and celebrates...

  • Truck Driver Recruiter

    23 hours ago


    Chicago, Illinois, United States J Rose Logistics Remote Full-time $1,000 - $5,000 Temporary

    We are seeking motivated, self-driven Truck Driver Recruiters to join our growing recruitment team as 1099 Independent Contractors. In this role, you will connect commercial truck drivers (CDL Class A) with high-paying driving opportunities across the nation. You will manage your own schedule, build your pipeline, and earn uncapped commissions for every...


  • Chicago, IL, United States Gpac Full-time

    A logistics solutions company is seeking experienced Remote Freight Brokers to join their team in Chicago. This role offers flexibility with pay structures, including the option for 1099 or W-2 setups, allowing brokers to maximize their earnings potential. Key responsibilities include closing freight deals and fostering relationships in a collaborative,...

  • Remote Salesperson

    4 days ago


    Chicago, Illinois, United States Liz Agency Remote Full-time

    Remote Remote Salesperson Job Description   Are you seeking your next exciting career opportunity in sales? Look no further, as we're searching for enthusiastic and motivated individuals like you to join our dynamic team as Sales Consultants. Get ready to maximize your earning potential with our full support along the way, while also enjoying a rewarding...


  • Chicago, IL, Cook County, IL; Illinois, United States Schaeffer Mfg. Company Full-time

    Outside Sales Representative – Unlimited Commission Potential Schaeffer Manufacturing Company – (Remote, 1099 Position) Grow Your Own Business with Schaeffer Oil! Join Schaeffer Oil — a trusted American-made brand with over 185 years of proven performance in the lubricants and fuel additives industry. We’re looking for experienced, self-motivated...


  • chicago, illinois, United States PSI Groups Full-time

    Looking for a career where you have more control over your time and your income? We're looking for motivated, driven individuals to join our growing life insurance sales organization. No prior life insurance experience is required. We provide training, mentorship, and the resources needed to learn the business and develop your sales skills. What You'll...


  • Chicago, Illinois, United States Champion Travel Remote Full-time

    Champion Travel invites dynamic and meticulous individuals who share a passion for travel and helping others to be part of our growing team of travel enthusiasts.**Responsibilities:**1. Maintain professional communication with clients and team members.2. Understand clients preferences, needs, desires, and budget constraints.3. Conduct comprehensive...


  • chicago, illinois, United States Affinity Executive Search Full-time

    Stock Equity Plan Manager - Remote Salary: $130,000 - $150,000 per year Location: Chicago, IL Our client, a leading publicly traded Fintech company, is looking for a stock equity plan manager who will handle employee stock ownership programs at the company, track who gets stock options or shares, when employees can use them, and ensure all the paperwork and...


  • Chicago, Illinois, United States Global Channel Management Remote Full-time $28 - $29 Permanent

    Remote Procurement Supplier Analyst needs 2+ years’ experienceRemote Procurement Supplier Analyst requires: Remote in Chicago, IL Excellent customer service and relationship building skills.  Compliance Federal, and State policies and regulations.  Supply ProcurementRemote Procurement Supplier Analyst duties: Conducts due diligence on...


  • Chicago, Illinois, United States Sway Health Remote Full-time $130,000 Contract

    Summary Sway Health is seeking a board-certified Psychiatric Mental Health Nurse Practitioner (PMHNP) for a full-time, remote 1099 contract position. Candidates must hold active licenses to practice in both Illinois and Ohio, along with active DEA registrations in both states. This position offers $130,000 in annual compensation for a five-day-per-week...