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Remote Microsoft Copilot Jobs in Chicago, IL (NOW HIRING)

Fanniemae

Full Stack Software Engineer

Chicago, IL · On-site +1

$123K - $161K/yr

Experience with using Microsoft Copilot, ChatGPT or alternate Gen AI tools for code generation ... remote. Fannie Mae is an equal opportunity employer and considers qualified applicants for ...

Corcentric

Collections Manager

Downers Grove, IL · On-site +1

... for a remote crosscultural environment, and ensuring consistent application of collections ... Leverage AI tools (e.g., Microsoft Copilot, ChatGPT) to draft communications, summarize escalations ...

Potbelly Corporate

Senior Financial Analyst

Chicago, IL · Remote

$90K - $105K/yr

* $90,000 - $105,000 base salary range + annual bonus potential! * 100% remote in the United States ... Proven experience leveraging AI tools (e.g., ChatGPT, Microsoft Copilot, generative AI platforms ...

Potbelly

Senior Financial Analyst

Chicago, IL · On-site +1

$90K - $105K/yr

* $90,000 - $105,000 base salary range + annual bonus potential! * 100% remote in the United States ... Proven experience leveraging AI tools (e.g., ChatGPT, Microsoft Copilot, generative AI platforms ...

Hinshaw & Culbertson

Senior Platform Developer

Chicago, IL · On-site +1

$130K - $150K/yr

The developer integrates Microsoft 365 Copilot, AI Builder, and third-party cloud services, and ... Remote Travel: Occasional travel to firm offices or for professional development. OnCall: Mobile ...

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How much do remote microsoft copilot jobs pay per hour?

As of May 28, 2026, the average hourly pay for remote microsoft copilot in Chicago, IL is $28.51, according to ZipRecruiter salary data. Most workers in this role earn between $22.31 and $34.18 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Microsoft Copilot Specialist, and why are they important?

To excel as a Remote Microsoft Copilot Specialist, you need strong expertise in Microsoft 365 applications, proficiency with AI-powered productivity tools, and a background in IT or business support. Familiarity with Microsoft Copilot, Teams, SharePoint, and relevant certifications such as Microsoft Certified: Modern Desktop Administrator Associate are highly valuable. Excellent communication, problem-solving, and self-management skills help you effectively support users and collaborate remotely. These competencies are crucial for maximizing productivity, ensuring user adoption, and delivering seamless remote support in organizations leveraging Microsoft Copilot.

How does a Remote Microsoft Copilot professional typically collaborate with distributed teams and stakeholders?

As a Remote Microsoft Copilot professional, you will often work closely with both technical and non-technical team members across different locations. Collaboration primarily takes place via Microsoft Teams, Outlook, and other Microsoft 365 tools, enabling real-time communication and document sharing. You'll be expected to proactively coordinate with stakeholders, provide insights on Copilot integration, and support end-users virtually. Building strong relationships and maintaining clear, concise communication is essential for ensuring smooth implementation and ongoing support in a remote environment.

What is a Remote Microsoft Copilot?

A Remote Microsoft Copilot is a professional who works virtually to assist organizations in leveraging Microsoft Copilot, an AI-powered productivity tool integrated with Microsoft 365 apps like Word, Excel, Outlook, and Teams. Their responsibilities include helping users automate tasks, generate content, analyze data, and enhance workflow efficiency using Copilot's AI capabilities. They typically provide support, training, and troubleshooting remotely, ensuring that teams can fully utilize Copilot's features to improve productivity and collaboration.

What is the difference between Remote Microsoft Copilot vs Remote Data Analyst?

AspectRemote Microsoft CopilotRemote Data Analyst
Required CredentialsMicrosoft certifications, AI/ML knowledgeBachelor's in Data Science, Statistics, or related field
Work EnvironmentTech companies, software development teamsBusiness, finance, healthcare sectors
Employer & Industry UsageMicrosoft ecosystem, AI-driven projectsData-driven decision making across industries
Common Search & ComparisonYesYes

Remote Microsoft Copilot focuses on AI-powered assistance within Microsoft tools, requiring AI and Microsoft certifications, mainly in tech environments. Remote Data Analysts analyze data to inform business decisions, often with a background in data science. Both roles are in high demand but serve different functions within organizations.

What are the most commonly searched types of Microsoft Copilot jobs in Chicago, IL? The most popular types of Microsoft Copilot jobs in Chicago, IL are:
What are popular job titles related to Remote Microsoft Copilot jobs in Chicago, IL? For Remote Microsoft Copilot jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Microsoft Copilot jobs in Chicago, IL look for? The top searched job categories for Remote Microsoft Copilot jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Microsoft Copilot jobs? Cities near Chicago, IL with the most Remote Microsoft Copilot job openings:
Remote Microsoft Copilot jobs near you
Infographic showing various Remote Microsoft Copilot job openings in Chicago, IL as of May 2026, with employment types broken down into 1% Internship, 36% Full Time, 56% Part Time, 4% Temporary, and 3% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution, with an average salary of $59,297 per year, or $28.5 per hour.

UX Designer Conversational AI / Microsoft Copilot (Remote)

Ontrac Solutions

Chicago, IL • Remote

$70 - $80/hr

Full-time

Posted 6 days ago

Job description

About Ontrac Solutions

At Ontrac Solutions, we partner with elite organizations to build digital products, platforms, and experiences that operate at scale.

We are looking for a UX Designer with conversational AI and Microsoft Copilot experience to support a high-profile customer experience initiative. This role is ideal for a designer who can work independently, facilitate stakeholder alignment, and create thoughtful voice and chat-based experiences that balance user needs, business goals, and technical feasibility.

Role Overview

The UX Designer will be responsible for creating user-centered conversational experiences across voice and text-based virtual assistant channels. This person will partner closely with product teams, developers, and cross-functional stakeholders to design intuitive, effective, and scalable conversational flows.

The ideal candidate has experience designing for conversational AI, Microsoft Copilot products, IVR, voice interfaces, and chat-based experiences. They should be comfortable creating wireframes and prototypes in Figma, facilitating workshops, and translating complex requirements into clear user journeys, flows, dialogs, and interaction specifications.

This role also requires someone who can operate independently, communicate clearly with both technical and non-technical stakeholders, and help mentor or guide less experienced designers when needed.

Key Responsibilities
  • Collaborate with product teams, engineers, and cross-functional stakeholders to understand user needs, business objectives, and technical requirements.
  • Design conversational experiences for voice, chat, and virtual assistant products.
  • Create journey maps, user flows, wireframes, prototypes, sample dialogs, and detailed interaction specifications.
  • Use Figma to develop wireframes, prototypes, and design artifacts for stakeholder alignment and delivery.
  • Facilitate design workshops, proposal discussions, and alignment sessions with internal teams and business stakeholders.
  • Build thoughtful, user-centered conversational flows that support customer, patient, and professional-facing use cases.
  • Evaluate usability, consistency, and performance across customer journeys and conversational experiences.
  • Support conversation tuning using qualitative and quantitative data.
  • Create recording scripts, maintain prompt catalogs, and ensure adherence to established persona and voice guidelines.
  • Participate in testing to ensure applications function as designed.
  • Apply human-centered design methods to frame problems, identify patterns, uncover opportunities, and visualize possible solutions.
  • Stay current on conversational AI, voice interaction design, Microsoft Copilot, and emerging UX best practices.
  • Mentor or support less experienced designers when appropriate.
Required Qualifications
  • 35 years of relevant UX, interaction design, conversational design, or related experience.
  • Experience designing conversational experiences, including voice, chat, virtual assistants, or IVR applications.
  • Hands-on experience with Microsoft Copilot or related Microsoft AI/productivity tools.
  • Proficiency creating wireframes, flows, and prototypes in Figma.
  • Strong understanding of the Software Development Life Cycle, and experience working with product and engineering teams.
  • Experience creating user flows, wireframes, prototypes, sample dialogs, and interface specifications.
  • Ability to facilitate workshops, proposal discussions, and stakeholder alignment sessions.
  • Strong communication, organization, and leadership skills.
  • Ability to work independently in a remote environment.
Preferred Qualifications
  • Bachelor's degree in Human-Computer Interaction, Linguistics, Cognitive Science, Graphic Design, Digital Communications, Computer Science, Engineering, or a related field.
  • Experience with IVR application design.
  • Experience with speech recognition software, voice interfaces, or multimodal speech interfaces.
  • Knowledge of speech and language technologies, including:
    • Automatic Speech Recognition
    • Natural Language Understanding
    • Voice User Interfaces
    • Chat-based conversational design
  • Deep understanding of VUI design patterns and principles.
  • Experience designing voice personas based on research, user demographics, and brand guidelines.
  • Experience supporting enterprise-scale conversational AI or customer experience platforms.
Tools & Systems
  • Microsoft Copilot
  • Figma
  • SDLC
  • IVR platforms
  • Voice and chat-based virtual assistant tools
  • Conversational AI systems
Ideal Candidate Profile

The ideal candidate is a highly organized, independent UX Designer who has experience designing conversational AI experiences and can confidently partner with product, engineering, and business stakeholders.

They should be comfortable facilitating discussions, creating clear design artifacts, and helping teams align around user-centered voice and chat experiences. Strong candidates will bring both hands-on Figma skills and a practical understanding of how conversational design fits within enterprise product development.