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.

Senior Manager, Technology Operations

Company: CLEAR

Location: Chicago, IL

Posted Apr 19, 2023

The Senior Manager, Field Tech Operations is a crucial role in the Technology Operations organization. The individual will manage and support technology infrastructure for various venues in their designated region. They will join a highly technical team dedicated to ensuring technology stability and reliability. The ideal candidate is a customer-focused technologist who thrives in fast-paced, complex environments and can problem-solve independently while working strategically as part of a team. Key responsibilities include building, maintaining, and supporting CLEAR Pods, managing technical infrastructure, providing onsite and remote support, leading and coaching regional field techs, and developing relationships with venue managers and ambassadors. Success will be measured by ticket volume trends, relationship strength, and operational uptime. The candidate should have more than 5 years of IT administration experience, strong communication skills, and experience with Windows & MDM, networking, and Cisco Meraki. They should be self-directed, collaborative, and customer-focused, with the ability to identify trends and recommend solutions. The role is based in Chicago or New York City, with travel required. CLEAR offers a hybrid work environment, competitive benefits, and a mission to create frictionless experiences.

Senior Experience Designer

Company: Rocket Travel, Inc

Location: Chicago, IL

Posted Apr 19, 2023

Rocket Travel is seeking a Senior Experience Designer to join their growing design team and work on multiple products, including flights, rental cars, activities, and accommodations. The role offers a modern UX design team, user research, rapid prototyping, mobile-first design, and cross-collaboration with other disciplines. The designer will focus on product design, concept designs, research, discovery, and business development. The role is remote with a small amount of travel and offers a competitive compensation package, including bonus, 401k with match, flexible vacation time, and health and dental insurance.

Software Engineering Manager - Platform

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Apr 19, 2023

The role of an Engineering Manager at Pangea involves leading and managing a team of software engineers to improve system scalability, durability, and engineering velocity. The responsibilities include managing a cross-functional team, creating and driving plans, assigning tasks, and managing performance of engineers. The role requires 8+ years of experience in software development and management, experience building software for external customers, and familiarity with multiple front end and back end technologies and cloud platforms.

Content Writer

Company: Merkle

Location: Chicago, IL

Posted Apr 19, 2023

Merkle is seeking a Content Writer for their B2B audience, with experience in financial services, manufacturing, and healthcare. The role involves developing content strategy, collaborating with teams, creating and publishing engaging content, and managing content distribution. The anticipated salary range is $51,000 - $80,000.

Associate Principal, Finance

Company: OCC

Location: Chicago, IL

Posted Apr 19, 2023

The role of the Finance team member is to support the company's annual budget process, analyze month-end close variances, and produce monthly forecasts. The individual also plays a crucial role in maintaining internal policies, supporting audits, and testing internal controls. The role involves leading finance support for operational projects, assisting in budget execution, and developing financial performance reports. The candidate should have experience in financial planning and analysis, understanding of discounted cash flow analysis, and working knowledge of project-based accounting systems.

Contracts Manager (SaaS)

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Apr 19, 2023

Keeper Security is hiring a Contracts Manager to join their legal team. The job requires 2+ years of contract management experience and a 4-year degree in Business Administration or related field. The company offers a range of benefits, including medical, dental, and vision insurance, 401K, and above market annual bonuses.

Associate Principal, Software Engineering: DevOps

Company: OCC

Location: Chicago, IL

Posted Apr 19, 2023

The candidate will join the UXUI team to support the development efforts of the OCC Ovation application(s) following OCC's Good Software Delivery model. Primary duties include enabling UI development teams to self-service build and deployment processes, designing and implementing process improvements, supporting CI/CD pipelines, and developing Terraform, Ansible, and Jenkins jobs. The candidate should have understanding of Kanban and/or Agile methodologies, be comfortable communicating with technical and non-technical audiences, and have experience with DevOps tools and cloud technologies.

Contracts Manager (SaaS)

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Apr 19, 2023

Keeper Security is hiring a Contracts Manager to join their legal team in their HQ office in Chicago, IL. The position involves reviewing, revising, and negotiating contracts for Keeper, a fast-growing cybersecurity company. The role requires 2+ years of contract management experience, a 4-year degree in Business Administration or related field, and experience with managing contracts for SaaS businesses. The company offers benefits, bonuses, and a commitment to diversity and inclusion.

Senior Software Engineer II

Company: HealthJoy

Location: Chicago, IL

Posted Apr 19, 2023

HealthJoy is a remote-first employer looking for a senior software engineer to enhance their SaaS solution, scale highly distributed systems, and continuously improve engineering practices. The role offers a competitive compensation package, including medical, dental, and vision insurance, stock options, and a 401k match. HealthJoy is committed to creating a diverse and inclusive workplace and equal pay for equal work.

Senior FinPro Claims Analyst

Company: Argo Group

Location: Chicago, IL

Posted Apr 19, 2023

Argo Group is a leader in specialty insurance with a vibrant culture that values respect, equality, wellness, and opportunity. They offer high-quality Commercial Property and Casualty (P&C) insurance products and services tailored to businesses and public entities. The company is looking for a highly capable Senior Claims Analyst to join their team and work remotely. The role involves adjudicating complex claims, solving difficult problems, reporting to senior management, and managing diary timely and complete tasks. The ideal candidate should have good business acumen, advanced knowledge of construction defect claims, a bachelor's degree from an accredited university, and excellent communication skills. Argo Group offers a flat organizational structure, collaborative work environment, and rewards for creative and innovative ideas. They are an Equal Opportunity Employer and offer an attractive Total Rewards package.

Associate Principal, Quality Assurance

Company: OCC

Location: Chicago, IL

Posted Apr 19, 2023

The text describes a Quality Assurance role at the Options Clearing Corporation (OCC), a systemically important financial market utility. The role involves working in an Agile team, collaborating on analysis, design, development, and testing. The individual will participate in Sprint planning, testing phases, design/technical reviews, and take on unique technical challenges. The role requires 5+ years of QA experience, 3+ years of software development experience, and familiarity with SQL, Unix, and DevOps tools. The individual should have excellent communication skills and be able to work with trading and derivative industry experience preferred.

Contract Recruiter

Company: Oak Street Health

Location: Chicago, IL

Posted Apr 19, 2023

Oak Street Health is a rapidly growing, innovative company offering higher quality health and wellness care for adults on Medicare. They are seeking a Talent Associate to manage recruitment, source candidates, and maintain strong relationships with hiring managers and candidates. The role requires knowledge of employment laws, problem-solving skills, and the ability to handle sensitive situations. Oak Street Health offers a collaborative culture, fast-paced environment, and competitive benefits.

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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