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Legacy System Modernization Company in Chicago

By Sahil Kataria, Chief Executive Officer, QServices

Sahil Kataria is the CEO of QServices, a Microsoft Solutions Partner delivering AI agents and custom software for regulated industries. He leads enterprise AI strategy and FinTech delivery. LinkedIn ↗

Written from QServices' hands-on delivery work and reviewed by Rohit Dabra, Chief Technology Officer, QServices, before publishing.

QServices offers legacy system modernization services in Chicago, working with insurance, manufacturing, logistics, and FinTech firms across Illinois. We are not headquartered in Chicago, but we run remote engagements with 3 to 4 hours of daily CT overlap. QServices is a remote-first Microsoft Solutions Partner serving Chicago businesses that need to move off aging codebases.

What Chicago buyers typically need from legacy system modernization

Chicago's four primary industries each carry legacy software debt in distinct forms:

The most common pattern across all four industries is a monolith extended over a decade until no single developer understands all of it. A strangler-fig migration, extracting one bounded context at a time, carries far less risk than a big-bang rewrite and is the approach we use in nearly every engagement.

How we work with Chicago clients

Our engineering team is based in India on Indian Standard Time (IST). Central Daylight Time (CDT) is 10.5 hours behind IST, so when your team starts the workday at 9 AM CDT, our engineers are at 7:30 PM IST. We schedule standups, architecture reviews, and live demos in that 9 AM to 12 PM CDT window, giving both sides 3 to 4 hours of synchronous time each working day.

Outside that window, work continues asynchronously. Sprints run on two-week cycles. Every Friday CT, we post a written summary covering what shipped, what is blocked, and what comes next. Code review happens on GitHub with comments addressed before the next standup cycle. Communication runs through Microsoft Teams or Slack, whichever the client prefers.

We do not have a Chicago office. For large engagements, an on-site milestone review can be arranged on request. Our HITL (Human-in-the-Loop) governance means a senior QServices lead reviews every architectural decision before it lands in production, so you are not dependent on any single developer's judgment across a 10-hour time gap.

Relevant work in similar markets

We do not have a named Chicago client. The two engagements below are the closest matches to Chicago's primary industries.

Manufacturing: Global EHS Platform, VB.NET to .NET 8

A global Environmental Health and Safety software company came to us with a VB.NET monolith managing incidents, training records, scheduling, and management of change across international sites. We migrated it to .NET 8 and React on Azure using a component-by-component approach. The outcome was improved scalability, maintainability, and global performance across all modules. This is the same pattern most Chicago manufacturers face: a production monolith that has become too expensive to extend.

Case Study

Global EHS Platform Modernization: VB.NET Monolith to .NET 8 and React

Global Environmental Health and Safety software company

Improved scalability, maintainability, and global performance after rewriting a legacy VB.NET monolith

Streamlined Management of Change, Incidents and Events, Action Items, LMS training, and automated scheduling in a single platform

.NET 8ReactAzureAxios REST Client

See more on our manufacturing modernization page.

FinTech: Stock Analytics Platform, ASP.NET to Azure

An investment analytics company needed to replace manual spreadsheet workflows with a role-authenticated dashboard on Azure, including automated scraping and real-time financial metrics. We built on ASP.NET MVC and .NET Core with Entity Framework and SQL Server. The result was a categorized stock classification system with P/E ratios and earnings schedule tracking. Chicago FinTech firms dealing with fragmented financial data workflows will recognize this problem.

Case Study

Stock Market Analytics and Categorization Platform (StockScrapping)

Investment management and stock analytics company

Replaced scattered spreadsheets with a role-authenticated dashboard on Azure with automated scraping and real-time financial metrics

Category-based stock classification (XLF, XLV, XLY) with P/E ratios and earnings schedule tracking

ASP.NET MVC.NET CoreEntity FrameworkSQL ServerMicrosoft Azure

What legacy modernization costs for a typical Chicago project

All pricing is in USD. Typical engagements run 16 to 52 weeks. See the full breakdown at legacy modernization pricing.

Illinois-regulated work, including systems subject to BIPA or Illinois DOI audit requirements, typically adds 15 to 25 percent for compliance overhead: consent workflow design, data deletion pipelines, and documentation for regulatory review. Each non-trivial system integration adds $3,000 to $12,000. We provide a fixed scoping document before any work begins so cost boundaries are clear from the start.

How to start working with us

  1. Discovery call (30 minutes): We ask about your current stack, the pain points, and your timeline. No sales pitch, just scoping questions.
  2. Scoping document: We send a written scope within 5 business days: approach, timeline estimate, team structure, and a fixed price range.
  3. Project start: Once the scope is agreed, we kick off within 2 weeks, starting with a codebase audit and stakeholder interviews.

Use the form below to book a discovery call or send initial questions directly. We respond within one business day.

Do you work with Chicago companies remotely?

Yes. All of our Chicago engagements run remotely. Our team operates on IST with 3 to 4 hours of live daily overlap with CT business hours (9 AM to 12 PM CDT). We use Microsoft Teams or Slack for communication and GitHub for code review. There is no on-site requirement for standard engagements.

For data residency: we deploy on Azure US regions (East US, Central US), keeping all client data within the United States. For systems subject to Illinois BIPA or Illinois DOI requirements, we design the data architecture so regulated records remain in Azure US regions from the first sprint. We do not store client application data on QServices-owned infrastructure.

Ready to discuss your project?

Share your requirements with QServices. Our engineers will give you a straight answer on fit, timeline, and cost — no sales scripts.

Book a Free Consultation
Frequently Asked Questions
Do you have an office in Chicago? +
No. QServices is based in India and operates fully remotely. We cover Chicago clients with 3 to 4 hours of daily overlap during CT morning hours: 9 AM to 12 PM CDT corresponds to 7:30 PM to 10:30 PM IST. Standups, design reviews, and demos happen in that window via Microsoft Teams or Slack.
What is the time difference between Chicago and your engineering team? +
Central Daylight Time (CDT) is 10.5 hours behind India Standard Time (IST). When Chicago starts the workday at 9 AM CDT, our engineers are at 7:30 PM IST. We schedule standups in that window daily. Outside those hours, work continues asynchronously with written sprint summaries posted every Friday CT.
Have you worked with companies in Chicago or Illinois before? +
We do not have a named Chicago client. Our closest matched work is a VB.NET to .NET 8 migration for a global manufacturing EHS platform and an ASP.NET to Azure migration for a FinTech analytics company. Both industries match Chicago's primary sectors. We are transparent about that gap rather than claiming local experience we do not have.
How do you handle data residency for Illinois-regulated clients? +
We deploy on Azure US regions (East US, Central US), keeping data within the United States. For clients subject to Illinois BIPA or IL Department of Insurance requirements, we design the system so regulated data stays in Azure US from the first sprint. QServices does not store client application data on its own servers.
What industries do you serve in the Chicago market? +
Our matched case study work covers manufacturing and FinTech, which align with Chicago's primary sectors of Insurance, Manufacturing, Logistics, and FinTech. Our HITL governance model is well-suited to IL DOI-regulated insurance systems and BIPA-subject platforms where audit trails and data integrity are non-negotiable requirements.
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Sahil Kataria

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QServices Inc. undertakes every project with a high degree of professionalism. Their communication style is unmatched and they are always available to resolve issues or just discuss the project.​

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