

Astir IT Solutions, Inc.
Enterprise Transformation Leader(Only W2)
β - Featured Role | Apply direct with Data Freelance Hub
This role is for an Enterprise Transformation Leader in Chicago, IL, offering a W2 contract for 10+ years of experience. Key skills include enterprise application development (.NET, Java), Agentic AI capabilities, and strong leadership.
π - Country
United States
π± - Currency
$ USD
-
π° - Day rate
Unknown
-
ποΈ - Date
June 17, 2026
π - Duration
Unknown
-
ποΈ - Location
On-site
-
π - Contract
W2 Contractor
-
π - Security
Unknown
-
π - Location detailed
Chicago, IL
-
π§ - Skills detailed
#AI (Artificial Intelligence) #"ETL (Extract #Transform #Load)" #Microservices #Java #Cloud #Leadership #Scala #Automation #.Net #Observability
Role description
Role Title: Enterprise Transformation Leader(Only w2)
Location : Chicago, IL(Onsite)
Experience: 10+ years
Role Summary:
β’ We are looking for a high-calibre Product Engineering Leader to be embedded onsite with our client.
β’ This is not a coordinator role. This is a builderβs role.
β’ You will work at the intersection of Business, Product, and Engineering - shaping ideas, architecting scalable solutions, and driving flawless execution. You will operate across technology stacks, leverage Agentic AI capabilities, and ensure delivery excellence from concept to production.
What You Will Do:
β’ Partner directly with client leadership to identify opportunities and shape solution pathways
β’ Translate business outcomes into scalable product and system architecture
β’ Architect and build enterprise-grade applications across .NET, Java, or similar stacks
β’ Embed Agentic AI capabilities into workflows, products, and operational systems
β’ Own end-to-end PDLC/SDLC execution with strong governance and best practices
β’ Drive delivery rigor: scope clarity, design discipline, engineering quality, and release excellence
β’ Mentor teams and elevate engineering standards
β’ Act as the single accountable leader onsite to βmake it happenβ
What We Are Looking For:
Business + Product + Engineering Depth
β’ Strong ability to connect business goals with product design and technical architecture
β’ Experience shaping MVPs, scaling platforms, and modernizing legacy systems
Hands-on Engineering Strength
β’ Proven experience in enterprise application development (.NET, Java, or similar ecosystems)
β’ Strong understanding of architecture patterns, microservices, APIs, cloud-native systems
β’ Deep knowledge of SDLC/PDLC best practices and delivery governance
Agentic AI Capability
β’ Practical experience using LLMs and Agentic AI frameworks in production environments
β’ Ability to design AI-augmented workflows and intelligent automation systems
β’ Understanding of orchestration, guardrails, observability, and evaluation
Execution Track Record
β’ Demonstrated success delivering complex transformation programs
β’ Experience working onsite with enterprise clients
β’ Strong ownership mindset with measurable delivery impact
Leadership & Communication
β’ Exceptional communication skills - structured, clear, and executive-ready
β’ Ability to influence stakeholders across CXO, product, and engineering levels
β’ High energy, accountability, and a bias for action
What Success Looks Like
β’ Ideas converted into production-grade solutions
β’ Agentic AI embedded meaningfully - not as experimentation, but as value creation
β’ Clean architecture. Predictable delivery. High-quality releases.
β’ Client confidence and trust built through clarity and execution discipline
Requirements added by the job poster
β’ 10+ years of work experience with Sales
β’ 10+ years of work experience with Business Solution Delivery
β’ 10+ years of work experience with Customer Satisfaction
If I missed your call ! Please drop me a mail.
Thank you,
Harish
Accounts Manager/Talent Acquisition
Astir IT Solutions, Inc - An E-Verified Company
Email:harishj@astirit.com
Direct : 7326946000
β’ 788
50 Cragwood Rd. Suite # 219, South Plainfield, NJ 07080
www.astirit.com
Role Title: Enterprise Transformation Leader(Only w2)
Location : Chicago, IL(Onsite)
Experience: 10+ years
Role Summary:
β’ We are looking for a high-calibre Product Engineering Leader to be embedded onsite with our client.
β’ This is not a coordinator role. This is a builderβs role.
β’ You will work at the intersection of Business, Product, and Engineering - shaping ideas, architecting scalable solutions, and driving flawless execution. You will operate across technology stacks, leverage Agentic AI capabilities, and ensure delivery excellence from concept to production.
What You Will Do:
β’ Partner directly with client leadership to identify opportunities and shape solution pathways
β’ Translate business outcomes into scalable product and system architecture
β’ Architect and build enterprise-grade applications across .NET, Java, or similar stacks
β’ Embed Agentic AI capabilities into workflows, products, and operational systems
β’ Own end-to-end PDLC/SDLC execution with strong governance and best practices
β’ Drive delivery rigor: scope clarity, design discipline, engineering quality, and release excellence
β’ Mentor teams and elevate engineering standards
β’ Act as the single accountable leader onsite to βmake it happenβ
What We Are Looking For:
Business + Product + Engineering Depth
β’ Strong ability to connect business goals with product design and technical architecture
β’ Experience shaping MVPs, scaling platforms, and modernizing legacy systems
Hands-on Engineering Strength
β’ Proven experience in enterprise application development (.NET, Java, or similar ecosystems)
β’ Strong understanding of architecture patterns, microservices, APIs, cloud-native systems
β’ Deep knowledge of SDLC/PDLC best practices and delivery governance
Agentic AI Capability
β’ Practical experience using LLMs and Agentic AI frameworks in production environments
β’ Ability to design AI-augmented workflows and intelligent automation systems
β’ Understanding of orchestration, guardrails, observability, and evaluation
Execution Track Record
β’ Demonstrated success delivering complex transformation programs
β’ Experience working onsite with enterprise clients
β’ Strong ownership mindset with measurable delivery impact
Leadership & Communication
β’ Exceptional communication skills - structured, clear, and executive-ready
β’ Ability to influence stakeholders across CXO, product, and engineering levels
β’ High energy, accountability, and a bias for action
What Success Looks Like
β’ Ideas converted into production-grade solutions
β’ Agentic AI embedded meaningfully - not as experimentation, but as value creation
β’ Clean architecture. Predictable delivery. High-quality releases.
β’ Client confidence and trust built through clarity and execution discipline
Requirements added by the job poster
β’ 10+ years of work experience with Sales
β’ 10+ years of work experience with Business Solution Delivery
β’ 10+ years of work experience with Customer Satisfaction
If I missed your call ! Please drop me a mail.
Thank you,
Harish
Accounts Manager/Talent Acquisition
Astir IT Solutions, Inc - An E-Verified Company
Email:harishj@astirit.com
Direct : 7326946000
β’ 788
50 Cragwood Rd. Suite # 219, South Plainfield, NJ 07080
www.astirit.com






