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Remote Legacy Modernization Jobs in Chicago, IL (NOW HIRING)

VeeRteq Solutions Inc.

Data Modeler

Chicago, IL · Remote

$56 - $72.75/hr

Remote (Prefer PST, 2nd Preference CST) USA Experience: Minimum 10+ years As a Senior Data Modeler ... modernization initiatives. * Support migration from legacy platforms such as Teradata, Netezza ...

FormativGroup

Engineering Manager - Remote

Chicago, IL · Remote

Lead phased modernization of legacy .NET/C# and Angular components while building new capabilities with Python, Node.js, and React. * Break work into small, well-bounded tasks and route each task to ...

System One

Full-Stack Application Engineer

Schaumburg, IL · Remote

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid - onsite and remote Hours: 40.0: Responsibilities * Design, develop, and maintain full-stack ... Prior experience in insurance or underwriting systems and legacy system modernization initiatives ...

System One

Full-Stack Application Engineer

Schaumburg, IL · Remote

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid - onsite and remote Hours: 40.0: Responsibilities * Design, develop, and maintain full-stack ... Prior experience in insurance or underwriting systems and legacy system modernization initiatives ...

System One

Full-Stack Application Engineer

Schaumburg, IL · Remote

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid - onsite and remote Hours: 40.0: Responsibilities * Design, develop, and maintain full-stack ... Prior experience in insurance or underwriting systems and legacy system modernization initiatives ...

System One

Full-Stack Application Engineer

Schaumburg, IL · Remote

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid - onsite and remote Hours: 40.0: Responsibilities * Design, develop, and maintain full-stack ... Prior experience in insurance or underwriting systems and legacy system modernization initiatives ...

System One

Full-Stack Application Engineer

Schaumburg, IL · Remote

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid - onsite and remote Hours: 40.0: Responsibilities * Design, develop, and maintain full-stack ... Prior experience in insurance or underwriting systems and legacy system modernization initiatives ...

System One

Full-Stack Application Engineer

Schaumburg, IL · Remote

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid - onsite and remote Hours: 40.0: Responsibilities * Design, develop, and maintain full-stack ... Prior experience in insurance or underwriting systems and legacy system modernization initiatives ...

Mondo

Principal Solutions Archtect

Chicago, IL · Remote

$85 - $95/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Remote (U.S. - Central or Eastern Time Preferred) Start Date Is: ASAP Compensation Range : $85-95 ... Drive modernization initiatives for legacy applications and services. * Evaluate technical ...

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Remote Legacy Modernization information

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How much do remote legacy modernization jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for remote legacy modernization in Chicago, IL is $22.15, according to ZipRecruiter salary data. Most workers in this role earn between $18.56 and $23.51 per hour, depending on experience, location, and employer.

What is remote legacy modernization?

Remote legacy modernization refers to the process of updating and improving older, outdated software systems (often called 'legacy systems') to more modern platforms, tools, or architectures, all while working remotely. This can include migrating applications to the cloud, refactoring code, or integrating with newer technologies. The goal is to enhance performance, security, and scalability without disrupting business operations. Remote teams use collaboration tools and cloud-based environments to plan and execute these projects efficiently. Modernizing legacy systems helps organizations stay competitive and reduces risks associated with obsolete technology.

What are the key skills and qualifications needed to thrive as a remote legacy modernization specialist?

To excel as a Remote Legacy Modernization Specialist, you need strong expertise in legacy systems, software development, and system integration, often supported by a degree in computer science or related fields. Familiarity with mainframe platforms, cloud migration tools, and certifications like AWS or Azure are highly valuable. Excellent problem-solving skills, adaptability, and clear communication are crucial for collaborating remotely with diverse teams and stakeholders. These abilities are essential for successfully transforming outdated systems into modern, efficient solutions while minimizing business disruption.

What are some common challenges faced when working in remote legacy modernization projects, and how can they be addressed?

One common challenge in remote legacy modernization is coordinating across distributed teams while dealing with outdated systems and documentation gaps. Communication issues and time zone differences can slow progress, especially when troubleshooting legacy code or integrating new solutions. To address these challenges, teams often rely on collaborative tools, frequent virtual check-ins, and thorough documentation practices. Building strong cross-functional relationships and adopting agile methodologies can also help streamline processes and ensure alignment throughout the project.

What is the difference between Remote Legacy Modernization vs Remote Software Developer?

AspectRemote Legacy ModernizationRemote Software Developer
Required credentialsBachelor's in Computer Science, experience in legacy systemsBachelor's in Computer Science or related field, coding skills
Work environmentFocus on updating and transforming existing legacy systems remotelyDeveloping new software or features remotely
Employer usageIT consulting firms, large enterprisesTech companies, startups, agencies
Search intentJobs involving modernization of legacy systems remotelyRemote software development roles

Remote Legacy Modernization specialists focus on updating and transforming outdated systems remotely, requiring experience with legacy technologies. Remote Software Developers create new applications or features, often with different technical skills. While both roles work remotely, their core responsibilities and industry usage differ.

What are the most commonly searched types of Legacy Modernization jobs in Chicago, IL?

The most popular types of Legacy Modernization jobs in Chicago, IL are:

What are popular job titles related to Remote Legacy Modernization jobs in Chicago, IL?

For Remote Legacy Modernization jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Legacy Modernization jobs in Chicago, IL look for?

The top searched job categories for Remote Legacy Modernization jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Legacy Modernization jobs?

Cities near Chicago, IL with the most Remote Legacy Modernization job openings:

Remote Legacy Modernization jobs near you

Application Modernization Sales Executive (P&C Insurance Technology) - US Remote

NTT DATA Services

Chicago, IL • On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 17 days ago

NTT Data rating

7.4

Company rating: 7.4 out of 10

Based on 92 frontline employees who took The Breakroom Quiz

118th of 224 rated it services

Job description

Req ID: 364620
NTT DATA strives to hire exceptional, innovative and passionate individuals who want to grow with us. If you want to be part of an inclusive, adaptable, and forward-thinking organization, apply now.
We are seeking an accomplished Application Modernization Sales Executive to accelerate our growth within the North American Insurance Property & Casualty (P&C) Technology market. In this highly strategic role, you will champion our Custom Application Development, Cloud Migration, Legacy Modernization, and Application Architecture services-guiding insurers through complex digital transformation initiatives.
This is a remote U.S.-based role, with travel as needed for strategic client engagement.
As a trusted industry advisor and consultative seller, you will play a pivotal role in shaping modernization strategies for top insurance organizations. You'll use your deep industry expertise to understand customer challenges, create compelling solutions, and drive both relationship and revenue growth.
Key Responsibilities
  • Serve as a subject matter expert in Insurance industry application modernization, providing technical sales leadership across digital products, applications, and complex solution implementations.
  • Lead full lifecycle sales activities, including deal strategy, solution development, and digital transformation planning.
  • Build strong executive-level relationships by uncovering customer pain points and aligning high-impact modernization solutions that deliver measurable business value.
  • Partner with solution architects, industry SMEs, and delivery teams to design customized modernization solutions tailored to insurer needs.
  • Clearly articulate modernization value propositions and industry-aligned KPIs.
  • Maintain deep awareness of industry trends, regulatory pressures, and evolving InsurTech advancements to guide clients strategically.
  • Cultivate long-term partnerships by anticipating client needs and proactively shaping digital transformation roadmaps.
  • Support product and enterprise sales teams with high-value consultative selling activities.
  • Assess how digital products and modernization capabilities can be applied within client environments, contributing to solution and product specification development.

Basic Qualifications
  • 8+ years of sales experience within consulting or IT services
  • 8+ years shaping, negotiating, and closing large professional services deals
  • 5+ years selling services such as Custom Application Development, Application Architecture, Cloud Migration, and Legacy Modernization
  • 10+ years of cross-industry experience with significant focus on the P&C Insurance industry

Preferred Skills & Attributes
  • Bachelor's degree or equivalent professional experience
  • Proven success leading and closing large-scale, strategic transformation deals
  • Ability to engage and influence senior executives at Fortune 500 insurers
  • Strong leadership with the ability to inspire collaboration across multidisciplinary teams
  • Strategic thinker with strong analytical, communication, and problem-solving capabilities
  • Extensive experience in deal origination, shaping, and complex sales cycles
  • Exceptional written and verbal communication skills

About NTT DATA
NTT DATA is a $30 billion business and technology services leader, serving 75% of the Fortune Global 100. We are committed to accelerating client success and positively impacting society through responsible innovation. We are one of the world's leading AI and digital infrastructure providers, with unmatched capabilities in enterprise-scale AI, cloud, security, connectivity, data centers and application services. our consulting and Industry solutions help organizations and society move confidently and sustainably into the digital future. As a Global Top Employer, we have experts in more than 50 countries. We also offer clients access to a robust ecosystem of innovation centers as well as established and start-up partners. NTT DATA is a part of NTT Group, which invests over $3 billion each year in R&D.
Whenever possible, we hire locally to NTT DATA offices or client sites. This ensures we can provide timely and effective support tailored to each client's needs. While many positions offer remote or hybrid work options, these arrangements are subject to change based on client requirements. For employees near an NTT DATA office or client site, in-office attendance may be required for meetings or events, depending on business needs. At NTT DATA, we are committed to staying flexible and meeting the evolving needs of both our clients and employees. NTT DATA recruiters will never ask for payment or banking information and will only use @nttdata.com and @talent.nttdataservices.com email addresses. If you are requested to provide payment or disclose banking information, please submit a contact us form, https://us.nttdata.com/en/contact-us.
NTT DATA endeavors to make https://us.nttdata.com accessible to any and all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please contact us at https://us.nttdata.com/en/contact-us. This contact information is for accommodation requests only and cannot be used to inquire about the status of applications. NTT DATA is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or protected veteran status. For our EEO Policy Statement, please click here. If you'd like more information on your EEO rights under the law, please click here. For Pay Transparency information, please click here.
NTT DATA provides a reasonable range of compensation for U.S.-based positions. The starting pay range for this remote role is $127,577 - 236,254. This range reflects the minimum and maximum target compensation for the position across all US locations. Actual compensation will depend on a number of factors, including the candidate's actual work location, relevant experience, technical skills, and other qualifications. This position may also be eligible for incentive compensation based on individual and/or company performance.
This position is eligible for company benefits including medical, dental, and vision insurance with an employer contribution, flexible spending or health savings account, life and AD&D insurance, short and long term disability coverage, paid time off, employee assistance, participation in a 401k program with company match, and additional voluntary or legally-required benefits.
#INDSALES #USSalesJobs #LI-NorthAmerica

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About NTT DATA

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NTT DATA Services is a global business and IT services provider specializing in digital, cloud and automation across a comprehensive portfolio of consulting, applications, infrastructure and business process services. We are part of the NTT family of companies, a partner to 85 % of the Fortune 100.

Industry

It services

Company size

10,000+ Employees

Headquarters location

Plano, TX, US

Year founded

1967

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