Project Manager / Scrum Master

MorningstarChicago, IL
Hybrid

About The Position

The position combines project execution with Scrum Master responsibilities, supporting multiple software development teams. As part of the PMO, you will help ensure consistent delivery practices, contribute to process improvements, and support ongoing Agile maturity across teams. This is an ideal opportunity for a midlevel project manager who has experience running Agile teams, is comfortable managing dependencies and risks, and is looking to grow within a collaborative, fast-paced technology organization.

Requirements

  • 3–6 years of experience as a Project Manager and Scrum Master supporting software development teams.
  • Understanding of the Software Development Lifecycle (SDLC) is a must.
  • Hands-on experience working in Agile environments, with exposure to traditional project management approaches
  • Experience supporting Scaled Agile delivery, including participation in PI Planning or cross-team coordination
  • Ability to manage multiple workstreams and priorities in a fast-paced, evolving environment
  • Strong communication, organization, and problem solving skills
  • Demonstrated ability to work collaboratively, manage differing perspectives, and keep teams focused on delivery outcomes
  • Experience working with distributed or global teams
  • Certified ScrumMaster (CSM) or similar Agile certification
  • Bachelor’s degree in Business, Technology, or a related field

Nice To Haves

  • Working knowledge of JIRA for backlog management, reporting, and workflow tracking
  • Experience using Asana or similar project tracking tools
  • Prior experience in a SAFe or Scaled Agile environment
  • Experience supporting UAT, release, and go-live activities
  • Experience leveraging Agile metrics to monitor delivery and support decision-making
  • Familiarity with data flows, integrations, and system interactions

Responsibilities

  • Plan and manage project goals, milestones, and deliverables, ensuring alignment across Product, Technology, and other stakeholders
  • Drive execution of software development initiatives, tracking progress, dependencies, and risks
  • Support Product Management in translating product roadmaps into actionable delivery plans
  • Serve as Scrum Master for multiple software development teams
  • Facilitate all Scrum ceremonies, including Sprint Planning, Daily Stand-ups, Reviews, and Retrospectives
  • Support participation in Scaled Agile events, including PI Planning, assisting teams with preparation, dependency tracking, and follow through on objectives
  • Encourage Agile best practices and continuous improvement within teams
  • Conduct sprint and project retrospectives, identifying opportunities for improved delivery, collaboration, and efficiency
  • Contribute to PMO initiatives focused on process consistency, tooling, and reporting improvements
  • Use existing metrics and dashboards to help teams understand workflow, capacity, and delivery health
  • Identify and escalate project risks, issues, and dependencies in a timely manner
  • Communicate project status clearly to team members and stakeholders
  • Build trust and strong working relationships across Product, Engineering, and partner teams

Benefits

  • 100% 401k match up to 6% of salary
  • 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
  • Additional medical 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 Leave
  • Adoption Assistance
  • Leadership Coaching & Formal Mentorship Opportunities
  • Annual Flex Stipend - $1000 annually to cover personal education & well-being expenses
  • Tuition Reimbursement
  • Charitable Matching Gifts program
  • Dollars for Doers volunteer program
  • Paid volunteering days
  • 15+ Employee Resource & Affinity Groups
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