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.

Engineering Manager

Company: Rocket Travel

Location: Chicago, IL

Posted Jul 08, 2023

Rocket Travel is seeking an Engineering Manager with extensive fullstack expertise to join their expanding global team. The role involves leading high-value projects, mentoring engineers, and making data-driven decisions. The company offers a competitive compensation package, flexible vacation time, and the opportunity to work remotely. The ideal candidate has a Bachelor's degree in Computer Science, at least 5 years of technical leadership experience, and a passion for travel.

Enterprise Account Executive

Company: Logiwa

Location: Chicago, IL

Posted Jul 09, 2023

Logiwa is a fast-growing company that provides cloud-powered ordering and fulfillment software for B2C and Direct-to-Consumer companies. They are looking for an Enterprise Account Executive to join their team and drive their sales process from qualification to close. The position offers flexibility to work remotely, 15 days of paid time off, 5 personal days, 10 paid company holidays, and more. The company values diversity and does not discriminate based on race, color, sex, gender expression or identity, age, religion, disability, national origin, ancestry, sexual orientation, marital status, parental status, military service or discharge status.

Sr. Backend Engineer-Python LATAM

Company: Foxbox Digital

Location: Chicago, IL

Posted Jul 12, 2023

Foxbox Digital is seeking a Senior Backend Engineer to join their team. The role involves designing, developing, and delivering successful digital experiences. The ideal candidate has 7+ years of experience using Python, 4+ years of experience with Django, and strong problem-solving skills.

Enterprise Sales Director - East

Company: RTB House

Location: Chicago, IL

Posted Jul 04, 2023

RTB House, a global DSP with over 1,000 specialists, is seeking an Enterprise Sales Director for the Western US. The role involves identifying sales opportunities, selling full-funnel solutions powered by deep learning AI, and building trusted relationships with clients. The company offers a competitive salary range of $140,000 to $175,000 in base pay and an OTE of $280,000 to $350,000. RTB House is known for its award-winning tech, innovative AI solutions, and extensive benefits package. The company is currently in hyper-growth and scaling its US team.

System Administrator

Company: HealthJoy

Location: Chicago, IL

Posted Jul 13, 2023

HealthJoy is a remote-first employer offering a comprehensive benefits package, competitive salary, and a commitment to equal pay and opportunity. The company is growing and seeking a People Team member to support business units and deliver solutions.

Senior DevOps Engineer

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Jul 03, 2023

Keeper Security is a fast-growing cybersecurity company seeking a Senior DevOps Engineer to join their AWS infrastructure team remotely. The role involves designing, building, and maintaining infrastructure using tools like Terraform and Ansible, and collaborating with the development team to facilitate production setup, deployment, and support.

Business Development Representative, Staff Augmentation

Company: Adage Technologies

Location: Chicago, IL

Posted Jul 07, 2023

Adage Business Development Representative role offers a strategic, data-driven approach to sales, with opportunities for growth and development. The company values collaboration, innovation, and work-life balance.

Manager, Accounts Payable

Company: Green Thumb

Location: Chicago, IL

Posted Jul 03, 2023

The Role of Manager, Accounts Payable (AP Manager) is a critical position in the growth of the Accounting department. The AP Manager will own the full cycle of AP, ensure accurate recording of expenses and payments, and perform financial activities related to the month-end close. The ideal candidate should have strong business acumen, be able to manage vendor and internal relationships, and thrive in a fast-paced environment.

Staff Software Development Engineer

Company: Shipbob Inc

Location: Chicago, IL

Posted Jul 03, 2023

The text describes a job posting for a Staff Software Engineer - Full Stack position at ShipBob. The role involves developing the culture of engineering excellence, working on end-to-end projects, and providing on-call support. The ideal candidate should have 9+ years of experience, excellent problem-solving and programming skills, and expertise in product engineering and full-stack development. The position offers a competitive total compensation package, flexible time off, and a fun culture.

Coordinator, Operations

Company: Baker Tilly US

Location: Chicago, IL

Posted Jul 02, 2023

Baker Tilly US, LLP is a leading advisory CPA firm offering a genuine coast-to-coast and global advantage in major regions of the US and in many of the world's leading financial centers. They are an independent member of Baker Tilly International, a worldwide network of independent accounting and business advisory firms. They offer remote work opportunities and are an equal opportunity/affirmative action employer.

Lead Product Manager, Data Services

Company: Shipbob Inc

Location: Chicago, IL

Posted Jul 03, 2023

The text describes a leadership role at ShipBob, a logistics platform that partners with over 7,000 e-commerce businesses. The Lead Product Manager, Data Services, is responsible for managing the data warehouse, working with stakeholders to build and memorialize business definitions and data standards, and keeping stakeholders and customers apprised of roadmap and upcoming milestones. The role requires 7+ years of product management experience, advanced knowledge of policy and regulatory mandates, and experience with data pipelines, ETL/ELT processes, and SQL. The expected base pay range for this position is $162,711 - $190,000.

Complex Claims Manager - EPL, Private D&O, Fiduciary

Company: CNA

Location: Chicago, IL

Posted Jul 02, 2023

The job description for the Complex Claims Manager position at CNA is for a leadership role in the Employment Practices Liability, Private D&O and Fiduciary team within the Specialty Financial Lines claim group. The role involves overseeing a team of claim professionals, ensuring efficient claim file execution, and contributing to the achievement of business results. The position requires strong claims resolution skills, analytical and problem-solving abilities, excellent communication skills, and the ability to manage ambiguous situations and business issues. The role is based in various CNA office locations, with a preference for Chicago, IL, New York, and Glastonbury, CT. CNA Claims is currently operating on a hybrid work model.

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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