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.

Principal Software Engineer

Company: Tandem

Location: Chicago, IL

Posted Nov 06, 2023

Tandem is hiring a Principal Software Engineer with extensive experience in large-scale enterprise systems. The role involves strategic decision-making, technical leadership, and collaboration with cross-functional teams. Tandem values a supportive and collaborative environment, continuous learning, and humility. Benefits include flexible working hours, competitive salary, comprehensive health benefits, and a learning budget. The hiring process involves a 4-step process: application, phone screen, take-home code challenge, and remote in-person interview.

Senior Enterprise Data Warehouse Architect

Company: Argo Group

Location: Chicago, IL

Posted Nov 06, 2023

Argo Group is a leader in specialty insurance, known for its vibrant culture built on respect, equality, wellness, and opportunity. The company is innovative and agile, offering flexible workplace policies that support employee well-being. The Senior Data Architect role requires extensive experience in data and analytics solutions, P&C Insurance, and data modeling tools. The ideal candidate should have strong communication skills, curiosity, and the ability to understand business processes and data generation. Argo Group offers a comprehensive Total Rewards package, including competitive compensation, merit-driven profit sharing, flexible workplace policies, and extensive health, wellness, and financial planning options.

Manager, People Data & Analytics

Company: Braze

Location: Chicago, IL

Posted Nov 06, 2023

Braze is a global company that values approachability, kindness, and passion. They seek to foster a culture of high standards, teamwork, and work-life harmony. The company is looking for a strong data and analytics leader to spearhead their People Data & Analytics strategy, improve data structure, and develop a People Data roadmap. The ideal candidate should have experience managing and analyzing data, leading a team, and understanding global data privacy legislation. Braze offers competitive compensation, comprehensive benefits, and a collaborative, transparent culture.

Senior Manager, Customer Strategy

Company: League

Location: Chicago, IL

Posted Nov 06, 2023

League is a platform technology company that powers next-generation healthcare consumer experiences. They have received significant funding and have been recognized by several organizations for their innovative approach to healthcare.

Data Platform Engineer, Observability Platforms

Company: Adyen

Location: Chicago, IL

Posted Nov 06, 2023

Adyen is seeking a Data Platform Engineer for Observability Platforms to join their Infrastructure team in Amsterdam. The role involves designing, scaling, and maintaining observability platforms, collaborating with various teams, and improving the current stack. The ideal candidate should have experience with Prometheus, AlertManager, Grafana, Kubernetes, ELK stack, and automation tools like Ansible/Puppet. They should also be proficient in Linux optimization, debugging, scripting (bash, Python), and using git. The candidate should be a collaborative team player with a mindset to automate and avoid repetitive tasks. Adyen values diversity and encourages applications from all backgrounds.

Senior Sales Director

Company: Zencore

Location: Chicago, IL

Posted Nov 06, 2023

Zencore, a rapidly growing company founded by ex-Google Cloud leaders, is seeking a Sales Director with extensive Google Cloud experience. The role involves growing professional and managed services, building relationships with high-level executives, and aligning Zencore offerings with customer initiatives. The ideal candidate should have experience in a player/coach model, large commercial discussions, and a proven track record in a fast-paced environment. Zencore values trust, unbiased opinions, and empathy, offering competitive compensation and benefits in a fully remote setting.

Principal, Customer Strategy

Company: League

Location: Chicago, IL

Posted Nov 06, 2023

League, a platform technology company founded in 2014, recently secured $95 million in funding, bringing total funding to $220 million. The company is recognized by Deloitte's Technology Fast 500, CB Insights' Digital Health 150, and named the Next Healthtech Unicorn by Accenture. As a Principal, Customer Strategy, you will develop business strategies and solutions for specific solution areas in a given Platform Customer account, driving operational and commercial success. The role requires strong client management, strategic thinking, and experience in digital health applications, preferably with major payors, health providers, or pharmacy retailers.

Data Platform Engineer, Streaming

Company: Adyen

Location: Chicago, IL

Posted Nov 06, 2023

Adyen is seeking a Data Platform Engineer to join their Infrastructure team in Amsterdam. The role involves creating, maintaining, and iterating on the current streaming infrastructure, anticipating growth, and working closely with data infrastructure maintainers. The ideal candidate should have solid experience in designing, scaling, and maintaining Data Streaming platforms, with hands-on experience in Kafka, RabbitMQ, or Cassandra, and familiarity with automation tools like Ansible/Puppet. Adyen values diversity and encourages applications from all backgrounds.

Client Value Executive II

Company: TransUnion

Location: Chicago, IL

Posted Nov 06, 2023

TransUnion is seeking a Client Value Executive to manage a diverse set of Consumer Services clients, focusing on protecting and retaining existing revenue. The role involves collaborating with clients and internal departments to ensure satisfaction and return on investment. The executive will also work with a cross-functional team to develop trusted relationships and uncover new revenue opportunities. The ideal candidate will have a strong background in sales, excellent interpersonal skills, and proficiency in Salesforce and other Microsoft Office tools. The position is remote with potential for occasional travel.

Senior Associate, Credit Risk Management

Company: OCC

Location: Chicago, IL

Posted Nov 06, 2023

The Options Clearing Corporation (OCC) is a leading equity derivatives clearing organization, founded in 1973. It offers a supportive work environment with benefits like hybrid work, tuition reimbursement, and generous PTO. As a Senior Associate in Credit Risk Management, you'll safeguard OCC from high-risk counterparties, monitor creditworthiness, analyze financial statements, and manage risk profiles. The role requires 2-4 years of relevant experience, strong analytical skills, and proficiency in Microsoft Office. A Master's degree in Risk Management, Accounting, Finance, or Economics is preferred.

Head of Technical Program Management

Company: Adyen

Location: Chicago, IL

Posted Nov 06, 2023

Adyen is seeking a Head of Technical Program Management for their Data organization, which is building the next business line. The role involves strategic leadership, team management, program planning, risk management, stakeholder communication, resource management, quality assurance, metrics and reporting, vendor management, and continuous improvement. The ideal candidate should have a relevant degree, 10+ years of experience in technical program management, strong leadership and team management skills, excellent communication abilities, strategic thinking, proficiency in program management software, and relevant certifications. The role is based in the Chicago office with domestic and international travel required. Adyen values diversity and encourages applications from all backgrounds.

Windows Engineer (L2)

Company: Interactive Brokers

Location: Chicago, IL

Posted Nov 06, 2023

Interactive Brokers Group is seeking a Windows Engineer - L2 for a hybrid role. The successful candidate will provide second-level support for IT issues related to the Microsoft Windows platform. They will assist end-users over the phone, email, and a centralized ticketing system. The role requires advanced knowledge of Windows and networking technologies, strong communication skills, and the ability to work in a fast-paced environment. Responsibilities include providing technical assistance, resolving issues, installing operating systems and applications, and maintaining servers. The ideal candidate will have A+, Network+, Microsoft, and VMWare certifications, 5-10 years of technical support experience, and strong analytical and problem-solving skills. The company offers competitive benefits, including a performance-based bonus, retirement plan, health benefits, and a generous parental leave policy.

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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