Program Manager

Vaimo
Chicago, IL

About the Role

Vaimo is looking for a Program Manager to lead complex digital transformation programs for enterprise clients. This role is ideal for someone who thrives in fast-moving environments, can manage multiple stakeholders and vendors, and knows how to bring structure, clarity, and delivery confidence to large-scale platform initiatives.

The initial focus will be a high-profile digital transformation program involving a major website and platform re-architecture, with multiple workstreams, external partners, and senior executive visibility. Over time, the role may also support other strategic client programs across Vaimo’s portfolio.

This is not a role for someone who only coordinates status updates. We are looking for someone who can actively drive delivery, manage dependencies, challenge unrealistic timelines, and create confidence across both client and internal teams.

What You Will Own

Program Delivery

  • Own and maintain the master program plan across multiple workstreams, epics, milestones, and delivery gates

  • Drive delivery cadence across daily, weekly, and executive-level forums

  • Coordinate work across engineering, UX, content, data, QA, architecture, and external vendor teams

  • Manage interdependencies across platform, integration, front-end, testing, and launch activities

  • Ensure workstream leads are aligned to commitments, timelines, and decision points

Risk and Issue Management

  • Maintain an active, working risk and issue register that supports decision-making, not just reporting

  • Identify blockers early and escalate before they affect critical milestones

  • Highlight resource gaps, sequencing issues, ownership ambiguity, and delivery risks

  • Bring structure and urgency to problem-solving across multiple teams and partners

Governance and Reporting

  • Run governance rhythms including workstream forums, steering committees, and executive reporting

  • Prepare clear, concise reporting packs that translate technical risks into business impact

  • Keep roadmaps, decision logs, actions, and ownership records current and trusted

  • Ensure governance frameworks such as RACI/RASCI, stage gates, and sign-offs remain live and actionable

Stakeholder and Vendor Management

  • Build trusted relationships with senior client stakeholders, delivery leads, and Vaimo teams

  • Act as a central point of coordination across client teams, implementation partners, and specialist vendors

  • Align technical and non-technical stakeholders around delivery priorities and decision-making

  • Communicate clearly and directly, especially when timelines, scope, or dependencies are at risk

Financial and Resource Oversight

  • Monitor program budgets, commercial milestones, and scope changes

  • Flag delivery or resourcing risks that could impact cost, timelines, or quality

  • Support internal and client-side capacity planning across critical roles and phases

What We’re Looking For

Essential Experience

  • 8+ years of program management experience, including leadership of large digital transformation programs

  • Proven delivery of complex, multi-workstream initiatives involving several stakeholder groups and external vendors

  • Strong experience in digital platform transformation, such as website re-platforming, composable architecture, headless CMS, PIM, search/discovery, or systems integration

  • Track record of managing high-visibility programs with fixed milestones and limited room for slippage

  • Experience working with enterprise clients in fast-paced, high-accountability environments

Core Capabilities

  • Excellent dependency management and planning discipline

  • Strong risk management and escalation judgment

  • Confident facilitation of steering committees and executive forums

  • Experience with governance models such as RACI/RASCI, decision logs, and milestone-based delivery

  • Comfortable working with tools such as Jira, Confluence, Craft.io , Smartsheet, or similar

Communication and Leadership

  • Able to translate technical complexity into clear business language

  • Comfortable giving clear recommendations and escalating concerns early

  • Strong relationship-builder with both technical teams and senior stakeholders

  • Calm, credible, and highly organised under pressure

Preferred

  • Experience in commerce, digital experience, or enterprise transformation environments

  • Familiarity with platforms such as Adobe Commerce, Magento, inRiver, Coveo, Contentful, Optimizely, or similar ecosystems

  • Experience managing global or multi-market rollouts

  • PMP, PRINCE2, SAFe, or equivalent certification

What Success Looks Like

In this role, success means:

  • Establishing a trusted program rhythm quickly

  • Bringing visibility and control to complex dependencies

  • Creating confidence in delivery plans across internal and client teams

  • Identifying risks early and driving resolution before they become delays

  • Helping Vaimo and its clients deliver strategically important transformation outcomes successfully

Why Vaimo?

• Enterprise clients, interesting problems. You’ll work with Fortune 500 brands solving complex commerce challenges - not templated implementations.
• Flexibility that works. Remote-flexible policy with a team that respects work-life balance.
• Growth trajectory. We’re expanding our North American presence—your impact will be visible.
• Competitive compensation.
• People who genuinely care. Collaborative, low-ego culture where strong ideas speak louder than titles.

Posted 2026-04-27

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