Staff Program Manager, Strategic Initiatives

About the role

Flexport is seeking a Staff Program Manager for Strategic Initiatives to lead cross-functional programs that drive the company's long-term priorities and growth objectives. This role coordinates efforts across multiple departments and teams to ensure strategic projects are delivered on time, within scope, and with clear, measurable outcomes. The position works closely with senior leadership to define project scope, align diverse stakeholders, and track progress across complex, multi-phase initiatives. The role is based in one of several office locations across the United States and requires regular in-person collaboration with team members. Candidates should expect to manage several concurrent initiatives and adapt to evolving business priorities as the organization scales. The Staff Program Manager works with cross-functional partners to define program scope, sequence deliverables, and remove obstacles that may slow down execution. The position plays a critical role in ensuring that strategic priorities are translated into actionable plans and executed with discipline across the organization.

Key facts

What you'll do

• Lead cross-functional strategic initiatives from initial planning through execution and final delivery to stakeholders.
• Coordinate with multiple departments to align priorities, resolve blockers, and maintain project momentum.
• Develop detailed project timelines, key milestones, and success metrics for each strategic initiative.
• Communicate progress updates, risks, and outcomes to senior leadership and cross-functional stakeholders regularly.
• Facilitate working sessions and meetings across distributed teams and multiple office locations.
• Maintain thorough documentation of project scope, key decisions, and critical deliverables throughout the lifecycle.
• Identify potential risks, dependencies, and constraints that could affect strategic project timelines or outcomes.
• Drive accountability by tracking action items, following up on commitments, and ensuring consistent follow-through.
• Partner with functional leads to scope, prioritize, and sequence new strategic work and requests.
• Support the evaluation of completed initiative outcomes and recommend meaningful improvements for future cycles.
• Organize resources, team assignments, and workload distribution to meet each project's objectives effectively.
• Monitor budget utilization and resource allocation for strategic programs, flagging variances as needed.

Requirements

• Demonstrated experience managing complex, multi-stakeholder programs or large cross-functional projects over multiple quarters.
• Strong written and verbal communication skills for delivering clear executive-level updates and presentations.
• Ability to work across departments and influence outcomes without direct reporting authority or oversight.
• Hands-on experience with project planning tools and structured delivery methodologies in a professional setting.
• Comfort operating in a fast-paced environment with frequently shifting priorities and competing deadlines.
• Bachelor's degree or equivalent practical experience in a related field such as business or operations.
• Strong attention to detail in tracking tasks, timelines, dependencies, and key deliverables accurately and consistently.
• A self-directed approach to organizing work, managing competing demands, and meeting commitments independently.

Nice to have

• Familiarity with logistics, freight, or supply chain operations and end-to-end workflows across regions.
• Experience working in a high-growth or rapidly scaling organization with cross-functional teams and tight timelines.
• Prior exposure to strategic planning or corporate strategy functions and business development processes.
• Background in coordinating work across multiple geographic offices, regions, or time zones simultaneously.
• Knowledge of financial modeling or business case development to support initiative prioritization decisions.

Skills & tools

• Project management software and tracking platforms for organizing work and monitoring progress.
• Spreadsheet and data analysis tools for building reports, dashboards, and performance summaries.
• Presentation and visualization tools for creating clear, stakeholder-facing updates and briefings.
• Collaboration and communication platforms for coordinating distributed team efforts across offices.
• Document management and shared workspace applications for maintaining team access to files.
• Workflow and process mapping methodologies for structuring initiatives and identifying efficiencies.
• Data visualization and reporting platforms for presenting program performance to leadership and stakeholders.

Practical notes

• This role is based in one of the listed office locations and is not a remote position.
• The position may require occasional travel between offices or to client-facing sites as needed.
• The role reports to a senior leader within the strategic initiatives or operations function.
• Flexport provides a structured onboarding process and training for new program managers joining the team.
• The team operates across multiple time zones given the geographic spread of the listed offices.
• Regular check-ins with leadership are expected to align on priorities, blockers, and resource needs.
• Flexport values diverse perspectives and encourages team members to contribute ideas for process and program improvements.

About the company

Flexport is a full-service global freight forwarder that uses technology to fix the user experience in global trade. Founded by Ryan Petersen in 2013, the company offers ocean, air, truck, and rail freight services alongside customs brokerage, warehousing, and trade financing.