Remote Jobs in Chicago, IL

21,207 open positions · Updated daily

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.

Technical Program Manager II, Data

Company: GoHealth

Location: Chicago, IL

Posted Feb 02, 2023

GoHealth is a leading health insurance marketplace that aims to improve access to healthcare in America. The company is looking for a Technical Program Manager II to lead large, complex projects across the enterprise, requiring big picture thinking, initiative, and excellent soft skills.

Product Security Expert

Company: Adyen

Location: Chicago, IL

Posted Feb 01, 2023

Adyen is seeking a Security Expert to lead the security team in their new Chicago Tech Hub. The role involves working closely with various product teams to build the future of secure payment services. The candidate should have broad security knowledge, experience in one of the following areas: Development Security, Security Architecture, or Software Development. Experience in threat and risk modeling, preferably with STRIDE assessments, is also required. The candidate should be able to facilitate security workshops and discussions with a wide variety of people, especially engineers.

Solutions Engineer

Company: Cloudsmith

Location: Chicago, IL

Posted Feb 02, 2023

Cloudsmith is seeking a Solutions Engineer to provide pre- and post-sales technical support to their growing customer base. The role involves working closely with the sales team to qualify and close opportunities, providing technical expertise, and acting as an ambassador for the company. The Solutions Engineer will have a voice in the product team's roadmap and positioning based on customer, competitor, and partner input. The role requires 3-5 years of experience in sales/solutions engineering, technical consulting, or DevOps operational roles, with a focus on customer-facing experience, excellent communication skills, and a deep understanding of DevOps culture and Agile software development.

Industry Executive Diversified Markets

Company: TransUnion

Location: Chicago, IL

Posted Feb 02, 2023

TransUnion is looking for an Industry Executive of Growth Accounts in Diversified Markets to work with current partners and new prospects across various verticals. The role involves prospecting activities, pipeline generation, and understanding customer needs. The company offers flexible benefits, diversity, and equal opportunities.

Technical Program Manager II, Data

Company: GoHealth

Location: Chicago, IL

Posted Feb 02, 2023

The text describes a job posting for a Technical Program Manager II position at GoHealth, a health insurance marketplace. The role involves leading large, complex projects, managing teams, and contributing to the production of program reports. The ideal candidate should have a STEM degree, 10+ years of experience in a similar role, and strong technology knowledge. GoHealth offers a remote work option, benefits, and professional growth opportunities.

VP of Sales, Land

Company: Upwork

Location: Chicago, IL

Posted Feb 01, 2023

Upwork is a leading tech solution for companies looking to hire the best talent, maintain flexibility, and get more done. The company is passionate about its mission to create economic opportunities and has seen significant growth in work done through its platform. Upwork is looking for a Vice President of Enterprise Sales to lead its sales team and deliver world-class workforce solutions.

Product Marketing Manager

Company: Cloudsmith

Location: Chicago, IL

Posted Feb 02, 2023

Cloudsmith is seeking a product marketing manager to develop, lead and execute their product marketing strategy. The company is growing fast and is focused on everyone having a real impact on the company and customers every day.

Data Engineer

Company: Avant

Location: Chicago, IL

Posted Feb 02, 2023

Avant is a high growth financial technology company that offers digital banking solutions, has raised over $600 million in equity capital, and has been featured in several prominent publications. The company values diversity, collaboration, and problem-solving, and offers a range of benefits and perks to its employees.

Transitional Care Coordinator

Company: Oak Street Health

Location: Chicago, IL

Posted Feb 02, 2023

Oak Street Health is a growing healthcare company offering team-based care for Medicare patients in underserved communities. They provide transitional care coordination, including managing patient records, scheduling appointments, and coordinating with care teams and facilities. They look for strong computer skills, customer service experience, and fluency in multiple languages. They offer a collaborative culture, fast-paced environment, and competitive benefits.

Senior Consultant, nCino

Company: West Monroe

Location: Chicago, IL

Posted Feb 01, 2023

West Monroe is seeking a Senior Consultant, nCino to join their Customer Solutions practice. The role involves gathering business requirements, designing solutions, and implementing configurations within nCino. The position requires experience with the Salesforce platform, leading requirements and design sessions, managing status, timeline, and risks, and excellent communication skills. The salary range varies based on location.

Senior Consultant, Salesforce

Company: West Monroe

Location: Chicago, IL

Posted Feb 01, 2023

This is an opportunity to join a digital services firm, West Monroe, as a Senior Consultant to collaborate with clients on Salesforce projects. The role offers the chance to lead projects, manage teams, and provide subject matter expertise. The position is remote with the expectation of traveling to the Chicago office once a quarter.

HCM Account Executive

Company: Paylocity

Location: Chicago, IL

Posted Feb 02, 2023

Paylocity is a company that offers payroll and human capital management solutions. They prioritize employee experience and provide a range of benefits and perks. The company is looking for a Human Capital Management Account Executive to work in a fast-paced, competitive environment.

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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