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.

Talent Acquisition Specialist / Senior Specialist

Company: Mathematica

Location: Chicago, IL

Posted May 19, 2023

Mathematica is seeking a Talent Acquisition Specialist or Senior Specialist to join their growing team in the Health business unit and corporate functions. The role involves attracting top talent, providing an engaging recruitment experience, and advancing organizational effectiveness through best practice-driven full-lifecycle recruitment. The ideal candidate has experience leading full-lifecycle recruitment in health policy or healthcare research, and is interested in identifying talent for corporate functions. The focus is on sourcing, interviewing, and hiring professionals from a diverse and competitive candidate pool. The position requires a Bachelor's degree or equivalent experience and education, with 4+ years for Specialist and 7+ years for Senior Specialist. Preferred experiences include working with government contractors, consulting or professional services firms, and maintaining compliant records in an Applicant Tracking System. The position is a remote role with the opportunity to work in a hybrid status from any of their offices.

Surety Underwriter, Portfolio Management

Company: Argo Group

Location: Chicago, IL

Posted May 18, 2023

Argo Group is a specialty insurance leader with a vibrant culture emphasizing respect, equality, wellness, and opportunity. They offer flexible workplace policies and a comprehensive benefits package, including competitive compensation, merit-driven profit sharing, and extensive health, wellness, and financial planning options. The company is currently seeking a Surety Underwriter for its Portfolio Management Team in Chicago, IL, with potential for remote work. The role involves underwriting, administering, and servicing existing contract accounts and new business, as well as collaborating on data-driven surety operations projects.

Hospitality Front Desk Specialist (Part-Time)

Company: Kasa Living, Inc.

Location: Chicago, IL

Posted May 18, 2023

The Hospitality Front Desk Specialist role at Kasa Magnificent Mile in Chicago, IL is a part-time position responsible for providing a seamless guest arrival and in-unit experience. The role involves welcoming guests, enhancing VIP experience, facilitating guest relocations, planning for next-day operations, hosting guest engagement events, and providing local area recommendations. The ideal candidate should be tech-savvy, handy, a quality control leader, reliable, collaborative, a smooth operator, and a change agent. The role requires regular access to a reliable vehicle, a valid driver's license, and a clean driving record. Kasa offers competitive pay, benefits including health coverage, 401(k) plan, paid time off, and Kasa Travel Credits.

Enterprise Account Executive

Company: Logiwa

Location: Chicago, IL

Posted May 18, 2023

Logiwa is a fast-growing company providing cloud-powered ordering and fulfillment software for B2C and Direct-to-Consumer companies. They are looking for a talented Enterprise Account Executive to join their team and drive sales for enterprise-level customers. The role offers flexibility to work remotely, 15 days of paid time off, 5 personal days, and 401(K) with free access to a confidential financial advisor. The ideal candidate is an experienced professional with excellent communication and customer management skills.

Enterprise Account Executive

Company: Logiwa

Location: Chicago, IL

Posted May 18, 2023

Logiwa is a rapidly growing e-commerce company seeking an experienced Enterprise Account Executive. The ideal candidate will have a proven track record in selling WMS and Inventory Management solutions to enterprise clients, with around 5 years of B2B sales experience in a SaaS organization. The role involves driving the sales process from qualification to close, conducting product demos, identifying sales opportunities, and up-selling/cross-selling. Logiwa offers a flexible work environment, competitive benefits, and a diverse, inclusive culture.

Strategy & Operations Analyst (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 20, 2023

The job posting is for a Strategy & Operations Analyst role at Enova International, a financial technology company. The role involves managing projects, improving processes, and driving business results. The company offers a range of benefits and perks, including flexible work schedule, health insurance, and paid parental leave.

Field Solutions Engineer

Company: Cloudflare

Location: Chicago, IL

Posted May 19, 2023

Cloudflare is a company with a mission to help build a better Internet. They have a large network that powers approximately 25 million Internet properties and are looking for curious and empathetic individuals to join their team. The Solutions Engineer role involves working with pre-sales and customer facing technical roles, providing sales support, preparing and delivering technical presentations, and running proof of concept trials for customers.

Talent Acquisition Specialist / Senior Specialist

Company: Mathematica

Location: Chicago, IL

Posted May 19, 2023

Mathematica is seeking a Talent Acquisition Specialist or Senior Specialist to join their growing team in the Health business unit and corporate functions. The role involves attracting top talent, providing an engaging recruitment experience, and advancing organizational effectiveness through best practice-driven full-lifecycle recruitment. The ideal candidate has experience leading full-lifecycle recruitment in health policy or healthcare research, and is interested in identifying talent for corporate functions. The focus is on sourcing, interviewing, and hiring professionals from a diverse and competitive candidate pool. The position requires a Bachelor's degree or equivalent experience and education, with 4+ years for Specialist and 7+ years for Senior Specialist. Preferred experiences include working with government contractors, consulting or professional services firms, and maintaining compliant records in an Applicant Tracking System. The position is a remote role with the opportunity to work in a hybrid status from any of their offices.

Sales Manager

Company: Instawork

Location: Chicago, IL

Posted May 19, 2023

Instawork is a growing company that is looking for top talent to help scale its labor marketplace. The company values diversity and has a strong mission to create economic opportunity for local businesses and skilled hourly professionals.

Enterprise, Strategic Account Executive

Company: Axon

Location: Chicago, IL

Posted May 18, 2023

None Found

Security Expert

Company: Adyen

Location: Chicago, IL

Posted May 19, 2023

Adyen is looking for an experienced security professional to shape and kickstart the security team's presence in their new Tech Hub in Chicago. The role involves working on various security topics, including secure development and culture, and collaborating with Product teams to build the future of secure payment services. The ideal candidate should have broad security knowledge, experience in one of the specified areas, and be able to foster a strong security culture.

Part-Time Digital Marketing Intern

Company: CSC Corptax

Location: Chicago, IL

Posted May 19, 2023

This is a part-time digital marketing internship opportunity at CSC, a global business, legal, and financial services company. The intern will gain experience in B2B marketing strategy, content creation processes, analytics and reporting, paid search, social media, and interdepartmental communications. The role is remote and offers excellent benefits, including an annual success sharing bonus or commission plans based on role and individual performance.

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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