Job Title: Delivery Manager
Job Type: Full time
Location: Chicago, IL/ Remote
Experience Required: 15 years
Overview
We are seeking an experienced Delivery Manager with 15–20+ years of IT experience to lead end-to-end program delivery, drive Agile transformations, and ensure successful execution of large-scale technology initiatives. The role involves close collaboration with business stakeholders, product teams, and engineering units to deliver high-quality, scalable solutions aligned with business objectives.
<>Key Responsibilities
· Own and drive end-to-end delivery including planning, execution, tracking, and release governance.
· Lead Agile/SAFe transformation initiatives, including PI planning, sprint execution, and release roadmap management.
· Collaborate with business stakeholders, product owners, and architecture teams to define product vision, roadmap, and priorities.
· Ensure delivery alignment with business goals, KPIs, and customer expectations.
· Establish and monitor Delivery metrics such as velocity, predictability, defect density, and customer satisfaction.
· Drive continuous improvement initiatives, automation strategies, and process optimization.
· Manage cross-functional distributed teams, fostering a high-performing Agile culture.
· Identify risks, dependencies, and bottlenecks, and proactively implement mitigation strategies.
· Lead program governance, stakeholder communication, and executive reporting.
· Enable adoption of modern technologies (Cloud, DevOps, AI initiatives) within delivery programs.
<>Required Skills & Experience
· 15–20+ years of IT experience with strong delivery and program management expertise.
· Proven experience managing large-scale, multi-release programs and globally distributed teams. Strong expertise in Agile frameworks (Scrum, SAFe, Kanban) and delivery governance.
· Experience with cloud platforms (Azure/AWS/Google Cloud Platform) and DevOps practices.
· Strong knowledge of program metrics, reporting tools, and dashboards (Jira, Azure DevOps, Power BI, etc.).
· Hands-on experience in stakeholder management, roadmap planning, and backlog prioritization.
· Exposure to AI/automation initiatives (Copilot, AI chatbots, prompt engineering) is a strong plus.
<>Nice-to-Have
· Experience in digital transformation, cloud migration, or modernization programs.
· Background in domains like Banking or Insurance
· Certifications such as SAFe, Scrum, ITIL, or Cloud certifications.
<>Soft Skills
· Strong leadership, stakeholder communication, and decision-making skills.
· Ability to drive cross-team collaboration and conflict resolution.
· Strategic thinking with a results-oriented mindset.
· Excellent problem-solving and organizational skills.
The salary range for this position takes into consideration a variety of factors, including but not limited to skill sets, level of experience, applicable office location, trainic licensure and certifications, and other business and organizational needs.
The salary range displays the minimum and maximum targets for this position across all US locations and has not been adjusted for any specific state differentials. It is not typical for a candidate to be hired at or near the top of the range for their role. Please note that the salary range posted reflects the base salary only and does not include benefits, or variable bonus programs. Final compensation decisions will depend on the unique facts and circumstances of each candidate. Aspire offers the following benefits for this position, subject to applicable eligibility requirements:
l Medical / Life Insurance
l Paid holidays
l FSA & HSA
l Commuter Benefits
l 401(k) plan and contributions
l Aspire’s Reward& Recognition program
About Aspire Systems
Aspire Systems is a $180+ million global technology services firm with over 4,900 employees worldwide, partnering with 275+ active customers. Founded in 1996, Aspire has grown steadily at a 19% CAGR since 2020.
Headquartered in Singapore, we operate across the US, UK, LATAM, Europe, the Middle East, India, and Asia Pacific regions, with strong nearshore delivery centers in Poland and Mexico. Aspire has been consistently recognized among India’s 100 Best Companies to Work For for 12 consecutive years by the Great Place to Work Institute.
Who We Are
Aspire is built on deep expertise in Software Engineering, Digital Services, Testing, and Infrastructure & Application Support. We serve diverse industries including Independent Software Vendors, Retail, Banking & Financial Services, and Insurance.
Our proven frameworks and accelerators enable us to create future-ready, scalable, and business-focused systems, helping customers across the globe embrace digital transformation at speed and scale.
Why Join Aspire Systems
Being an Aspirian means being part of a future-ready, global workplace where you will work on emerging technologies, collaborate with diverse teams, and contribute to meaningful digital transformation initiatives.
We foster innovation, value diverse perspectives, and enable continuous learning and career growth — guided by our philosophy of “Attention. Always.” Aspire also follows a hybrid work model, promoting flexibility, collaboration, and work-life balance.
Learn more about Life at Aspire:
Our Commitment to Diversity & Inclusion
At Aspire Systems, we foster a work culture that appreciates diversity and inclusiveness. We understand that our multigenerational workforce represents different regions, cultures, economic backgrounds, races, genders, ethnicities, education levels, personalities, and religions. We believe these differences make us stronger and are committed to building an inclusive workplace where everyone feels respected and valued.
Privacy Notice
Aspire Systems values your privacy. Candidate information collected through this recruitment process will be used solely for hiring purposes, handled securely, and retained only as long as necessary in compliance with applicable privacy laws.
Disclaimer
The above statements are not intended to be a complete statement of job content, but rather to serve as a guide to the essential functions performed by the employee in this role. Management retains the discretion to add or change the duties of the position at any time.
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