Remote-First Company Jobs in Chicago, IL

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Looking for Remote-First Company jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Remote-First Company position in the Chicago, IL area.

Lead Product Manager (P3324)

Company: 84.51°

Location: Chicago, IL

Posted Feb 03, 2025

Planning and Inventory Manager

Company:

Location: Deerfield, IL

Posted Feb 03, 2025

Senior Implementation Leader

Company: MetLife

Location: Chicago, IL

Posted Feb 03, 2025

The Senior Implementation Leader role at MetLife involves managing relationships with customers and brokers to implement products within a specific timeline. The leader is the first point of contact for customers, coordinating with internal partners and managing the backend process. Key responsibilities include mentoring associates, leading calls with customers and brokers, and serving as a key relationship liaison with the Sales organization. The role requires strong leadership, communication, and problem-solving skills, as well as proficiency in Microsoft Office products. MetLife offers competitive compensation, comprehensive benefits, and a supportive work environment.

Senior Rails Developer - Backend Focus (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 03, 2025

Enova International is seeking a Senior Rails Developer with 4+ years of experience in fullstack development. The role involves working on both older and newer applications, contributing to system scalability and resilience, and collaborating with technical and business stakeholders. The company offers competitive compensation, benefits including health, dental, vision insurance, 401k matching, and a roth option, and a range of perks such as hybrid roles, PTO, paid holidays, sabbatical program, summer hours, and paid parental leave. Enova is a values-driven organization committed to making accessible credit for millions, with a focus on inclusion and employee thriving.

Implementation Leader III

Company: MetLife

Location: Chicago, IL

Posted Feb 03, 2025

The Implementation Leader III role at MetLife involves managing relationships with customers, HR benefits teams, and brokers to implement products within a specific timeline. The role requires familiarity with over 20 products, including core and voluntary products. The Implementation Leader serves as the first point of contact for customers, coordinating with internal partners and managing the backend process. The role involves mentoring associates, participating in training, and facilitating calls with customers and brokers. Key responsibilities include analyzing and executing change requests, identifying and resolving implementation-related problems, and loading administration systems. The role requires strong communication, leadership, and problem-solving skills, as well as proficiency in Microsoft Office products. MetLife offers competitive compensation, comprehensive benefits, and a supportive work environment.

Software Development Team Lead - Web

Company:

Location: Mundelein, IL

Posted Feb 03, 2025

Store Manager

Company:

Location: Bloomington, IL

Posted Feb 03, 2025

Analyst - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 03, 2025

You can work on your own schedule. Proficient in data science, arithmetic, algebra, geometry, calculus, probability, statistics, and inductive/ deductive…

Associate Product Manager

Company:

Location: Mundelein, IL

Posted Feb 03, 2025

Commercial Named Account Executive

Company: Yubico

Location: Chicago, IL

Posted Feb 03, 2025

Frequently Asked Questions

What are typical salary ranges by seniority for Remote-First roles?
Junior Engineer: $70k‑$90k; Mid‑Level: $90k‑$120k; Senior Engineer: $120k‑$160k; Lead Engineer: $160k‑$200k; Principal Engineer: $200k‑$250k. Remote‑First companies often add a 5–10% cost‑of‑living adjustment for high‑cost regions, making these bands competitive globally.
What skills and certifications are required for Remote-First positions?
Technical: AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, Terraform Associate, Docker Certified Associate, Kubernetes Administrator, React, Node.js, Python, Go. Soft: asynchronous communication, remote collaboration with Slack/Zoom, documentation in Confluence, and experience with GitHub Actions for CI/CD.
Is remote work fully available for all positions?
All listed roles are 100% remote with no on‑site requirement. Companies provide a 24‑hour coverage model, allowing team members in different time zones to overlap for core meetings and support windows.
What career progression paths exist in Remote-First companies?
Typical path: Junior → Mid → Senior → Lead → Technical Manager → VP. Promotion criteria include delivery quality, cross‑team mentorship, contribution to open‑source projects, and participation in internal learning hubs like remote‑first bootcamps.
What industry trends affect Remote-First companies today?
AI‑driven collaboration tools, outcome‑based performance metrics, distributed DevOps practices, emphasis on continuous learning, and remote‑first security frameworks (Zero Trust, VPNless access) are shaping the landscape. Companies are investing in these areas to reduce latency, increase resilience, and attract top talent.

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