Advanced Program Manager

Wintrust • Rosemont, IL

5d

About The Position

The Advanced Program Manager is an experienced program delivery professional responsible for coordinating and executing medium-to-large scale technology initiatives. This role focuses on driving execution across engineering teams while developing stronger program leadership capabilities. This position emphasizes hands-on coordination, structured delivery, and growing influence across cross-functional teams. The role partners closely with engineering managers, product owners, and architects to ensure delivery commitments are met, risks are managed, and communication is clear. Exposure to .NET, Salesforce, and Java initiatives is common, but deep specialization is not required.

Requirements

• 4–7 years of program/project management experience in technology environments
• Experience supporting delivery across engineering teams (Agile/Scrum preferred)
• Strong organizational and coordination skills with attention to detail
• Familiarity with software development concepts (APIs, integrations, SDLC)
• Exposure to .NET or Salesforce delivery environments
• Awareness of emerging AI initiatives and how they impact engineering workflows
• Experience with Agile tools (Jira, Azure DevOps, etc.)
• Basic understanding of dependency management and risk tracking
• Ability to manage competing priorities across multiple workstreams
• Strong communication skills (clear, structured, audience-aware)
• Ability to work in fast-paced environments with evolving requirements
• Collaborative mindset with ability to work across engineering and business teams
• Developing ability to influence without authority

Nice To Haves

• Exposure to .NET or Salesforce delivery environments
• Awareness of emerging AI initiatives and how they impact engineering workflows

Responsibilities

• Coordinate delivery of multi-team technology initiatives across engineering pods
• Support program planning, including scope definition, timelines, and resource coordination
• Track progress against milestones and ensure alignment across teams
• Identify risks, blockers, and dependencies and escalate as needed
• Facilitate core Agile ceremonies (sprint planning, standups, retrospectives, demos)
• Maintain program tracking artifacts (roadmaps, RAID logs, status reports)
• Communicate program status, risks, and progress to stakeholders and leadership
• Partner with engineering leads to ensure clarity of scope and execution plans
• Assist in managing cross-functional dependencies (engineering, QA, product, operations)
• Contribute to improving delivery processes and team efficiency
• Support production release coordination and post-release monitoring

Benefits

• Medical Insurance
• Dental
• Vision
• Life insurance
• Accidental death and dismemberment
• Short-term and long-term Disability Insurance
• Parental Leave
• Employee Assistance Program (EAP)
• Traditional and Roth 401(k) with company match
• Flexible Spending Account (FSA)
• Employee Stock Purchase Plan at 5% discount
• Critical Illness Insurance
• Accident Insurance
• Transportation and Commuting Benefits
• Banking Benefits
• Pet Insurance

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed