Program Manager, Digital Web

About the position

We are seeking a dynamic and self-directed Program Manager to join our Corporate Digital Web Team. This role involves collaborating with Marketing partners across Operations, Business Units, Design, Brand, Communications, and Legal/Compliance to execute high-profile programs. This position is preferred as a hybrid role in our Chicago or Toronto office, though other locations may be considered. The candidate should be highly self-motivated and available across global time zones. The role encompasses key responsibilities and strategies for effective program management, including: Program Management & Execution, Cross-Functional Collaboration, Risk & Issue Management, Process Development & Optimization, Stakeholder Management, Program Readiness & Rollout Management, and Leadership & Mentorship.

Responsibilities

• Own program management for an assigned group, including project execution strategy, workstream sequencing, and program-level tracking.
• Oversee program status reporting with regular updates on KPIs, risks, and progress.
• Lead multiple projects concurrently, ensuring goals are met across business, technology, and delivery teams.
• Manage program launch readiness and post-launch rollout.
• Collaborate with cross-functional leaders to align on resource requirements (technology, design, and project management) to execute strategies.
• Manage and resolve cross-workstream dependencies and constraints while fostering collaboration across teams.
• Lead regular meetings to ensure alignment and transparency among stakeholder groups.
• Identify, monitor, and mitigate risks and issues, assessing their impact on program objectives.
• Develop proactive strategies to address challenges and ensure program success.
• Continuously improve processes to enhance efficiency and program outcomes.
• Coach teams on project management and lifecycle practices to optimize execution.
• Ensure adherence to project principles and provide coaching support for product development initiatives.
• Communicate updates across all stakeholder groups to ensure alignment and transparency.
• Align program deliverables with stakeholder needs through active engagement.
• Prepare programs for launch with readiness reviews, risk assessments, and rollout plans.
• Assess timelines, activity sequencing, and resource allocation during program reviews.
• Coach and develop project managers to strengthen delivery capabilities.
• Promote best practices in project management to drive scalable success.

Requirements

• Bachelor’s degree required.
• 5-7 years of experience with a proven track record in complex technical project and program management.
• Demonstrated leadership and ability to foster global team collaboration.
• Proven ability to partner with leadership to cultivate a collaborative, high-performing, and efficient environment.
• Effective at coaching teams and providing feedback to stakeholders and executives.
• Experience managing competing cross-program priorities in a fast-paced environment.
• Skilled at managing decision-making processes and facilitating constructive team debates.

Nice-to-haves

• Strong skills in leadership, communication, time management, problem-solving, and analysis.
• Ability to identify and implement process improvements effectively.
• Comfortable navigating ambiguity and maintaining team focus.

Benefits

• 75% 401k match up to 7%
• Stock Ownership Potential
• Company provided life insurance - 1x salary + commission
• Comprehensive health benefits (medical/dental/vision) including potential premium discounts and company-provided HSA contributions (up to $500-$2,000 annually) for specific plans and coverages
• Wellness Incentives - up to $300-$600 annual
• Company-provided long- and short-term disability insurance
• Trust-Based Time Off
• 6-week Paid Sabbatical Program
• 6-Week Paid Family Caregiving Leave
• Competitive 8-24 Week Paid Parental Bonding Leave
• Adoption Assistance
• Leadership Coaching & Formal Mentorship Opportunities
• Annual Education Stipend
• Tuition Reimbursement
• Charitable Matching Gifts program
• Dollars for Doers volunteer program
• Paid volunteering days
• 15+ Employee Resource & Affinity Groups