Remote Jobs in Chicago, IL

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Looking for Remote jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Remote position in the Chicago, IL area.

Software Engineer 433552

Company: Experfy

Location: Chicago, IL

Posted Feb 04, 2023

The job description is for a software development position that requires experience in Java, AWS, and Agile development. The role involves designing, developing, and deploying software applications, as well as working with a team to develop and test code.

M365 Specialist

Company: Baker Tilly US

Location: Chicago, IL

Posted Feb 05, 2023

The job description is for a role at Baker Tilly US, LLP, a leading advisory CPA firm. The role involves developing, testing, and deploying customized M365 solutions, managing updates and backups, and providing technical education to clients. The ideal candidate should have an Associate's or Bachelor's degree in Computer Science or a related field, minimum of one to three years of experience with web development in a Microsoft-centric environment, and strong technical skills in PowerShell scripting, JSON, and .Net. The role offers remote work opportunities and Baker Tilly is an equal opportunity employer.

Senior Tax Accountant

Company: GoHealth

Location: Chicago, IL

Posted Feb 04, 2023

GoHealth is a leading health insurance marketplace with a mission to improve access to healthcare in America. They offer technology, agents, and expertise to help customers enroll in the right plan with the right coverage and benefits. The company values employees' empowerment, engagement, and inspiration, and encourages women and underrepresented groups to apply for jobs. They are looking for a Senior Tax role to support tax functions, including accounting, financial statement reporting, and tax compliance. The ideal candidate should have a bachelor's degree in tax, be a CPA or MST, and have at least 3 years of relevant experience. The company offers benefits such as open vacation policy, 401(k) program, medical insurance, and professional growth opportunities.

Strategic Sourcing Sr. Consultant-Corporate Services

Company: CNA

Location: Chicago, IL

Posted Feb 04, 2023

The job description outlines a clear vision for career growth at CNA, with a focus on leadership, strategic sourcing, and stakeholder management. The role involves leading research, collaborating with cross-functional teams, co-developing sourcing strategies, and building strategic relationships with business leaders and suppliers. The successful candidate will have a solid background in strategic sourcing and contracting, supplier influence and negotiation skills, and the ability to leverage auction tools and data-based analyses.

Account Executive - Pharma Marketing Agency

Company: Precision Medicine Group

Location: Chicago, IL

Posted Feb 04, 2023

Precision Medicine Group is seeking an Account Executive to join their growing team in Chicago. The role involves leading internal teams, developing marketing communication programs, and contributing to client proposals. The company values high-energy professionals who enjoy challenges and thrive in fast-growing environments. The compensation range for this role is $54,000 - $76,000 USD.

Senior Manager of Tax

Company: GoHealth

Location: Chicago, IL

Posted Feb 04, 2023

GoHealth is a leading health insurance marketplace looking for a Senior Manager of Tax to manage and coordinate the company's tax functions. The role requires working cross-functionally with other leaders and having the ability to hyper-focus and complete tasks to a high degree of success. The ideal candidate should have a Bachelor's degree in tax, CPA and/or MST, at least 5 years of relevant experience, and strong relationship-building skills.

New Business Consultant

Company: tastylive

Location: Chicago, IL

Posted Feb 06, 2023

The job posting describes a New Business Consultant role at RFED / IG US, highlighting the company's fast-paced project environment, opportunities for growth, and benefits such as hybrid or fully remote work, performance bonuses, and subsidized engineering training. The role involves managing the onboarding process, handling client needs, and creating tailored client solutions.

Senior Python Engineer (Remote)

Company: Enova

Location: Chicago, IL

Posted Feb 04, 2023

Enova is hiring for remote positions in several states, focusing on data engineering and software engineering. The role involves solving data problems, learning AWS, and working on data pipelines. The company values diversity and inclusion, providing equal employment opportunities.

End User Support Consultant

Company: CNA

Location: Chicago, IL

Posted Feb 04, 2023

The job description outlines a role for a Workplace Services Specialist who will be responsible for end-user services, including Service desk, On Site support, L2/L3 support teams, and partnerships with MSPs. The role requires strong technical knowledge, leadership, and communication skills to ensure seamless end-user support, reduced ticket volumes, and implementation of self-service and chat bots. The candidate will also act as a point of contact for support services and build relationships with partner MSPs.

Remote Medical Assistant

Company: Oak Street Health

Location: Chicago, IL

Posted Feb 04, 2023

Oak Street Health is a growing company offering primary care centers for adults on Medicare in underserved communities. They provide high-touch, primary care with a focus on value over volume. The Medical Assistant, Telehealth role involves supporting efficient patient care, delivering accurate tests, and ensuring safe care delivery. The ideal candidate is a motivated, experienced Medical Assistant with CPR certification, medical assistant certification, and experience working with geriatric patients.

Software Engineer

Company: FOURKITES

Location: Chicago, IL

Posted Feb 07, 2023

The Software Engineer will be involved in all aspects of the software development lifecycle for the FourKites platform, using open source technologies such as Java, Kafka, Go, Python, and/or React. The role involves solving difficult problems, collaborating with team members, and improving processes. The company, FourKites, is a leading predictive supply chain visibility platform with a network of over four million GPS/ELD devices.

Staff Software Engineer

Company: FOURKITES

Location: Chicago, IL

Posted Feb 07, 2023

FourKites is a company that provides supply chain visibility platform, and they are looking for a Staff Software Engineer to join their team. The job involves working on features end to end, developing integrations with strategic partners, and mentoring younger engineers. The company offers competitive compensation, outstanding benefits, and a supportive culture.

Frequently Asked Questions

What are typical salary ranges by seniority for remote tech roles?
Junior (0–2 years): $60k–$90k; Mid‑level (2–5 years): $90k–$140k; Senior (5–10 years): $140k–$200k; Lead/Principal: $200k–$250k. Remote companies often add a cost‑of‑living adjustment of 5–15% for higher‑cost regions.
What skills and certifications are most valuable for remote tech positions?
Technical skills: AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, Kubernetes Administrator, Terraform, CI/CD tooling (GitHub Actions, GitLab). Soft skills: asynchronous communication, proficiency with Slack, Confluence, Jira, and video conferencing. Certifications: Certified Scrum Master, AWS Certified Developer, Microsoft Certified: Azure Developer Associate.
Which companies guarantee full remote work for tech roles?
GitHub, Automattic, Zapier, Basecamp, InVision, and Shopify offer 100% remote positions. Many fintech and SaaS firms, such as Plaid, Stripe, and Atlassian, also provide fully remote roles with flexible hours.
How can remote professionals advance their careers?
Start with a junior role, build expertise in a high‑demand stack, then move to senior or lead by taking ownership of large projects, mentoring juniors, and contributing to open source. Remote career paths often lead to Technical Lead, Engineering Manager, or VP of Engineering positions, with clear promotion criteria based on impact, code quality, and cross‑team collaboration.
What industry trends are shaping the future of remote tech work?
The shift toward remote‑first companies continues, driving demand for collaboration tools like Figma, Miro, and Notion. AI‑powered project management and code review tools are becoming standard. Hybrid models are emerging where remote teams meet quarterly in co‑locations to maintain culture and accelerate innovation.

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