Marketplace Expansion Manager

Flex is transforming the fragmented $90B+ moving, storage, and last-mile delivery industry into a seamless, technology-driven experience. Our two-sided marketplace connects customers with a nationwide network of independent drivers and movers.

As Program Manager, Expansion, you will own the end-to-end execution of Flex's expansion programs across new markets, service verticals, vehicle types, job types, strategic partnerships, and operating models. You'll translate business strategies into actionable plans, drive cross-functional accountability, resolve dependencies, and ensure initiatives launch successfully and scale efficiently.

This role requires strong program management, operational judgment, and technical acumen to navigate complex initiatives across Product, Engineering, Marketplace, Operations, Revenue, and Legal. Beyond individual launches, you'll build repeatable frameworks that enable rapid expansion without proportional increases in operational complexity.

We're looking for someone who thrives in high-ambiguity environments, takes ownership of outcomes, and has experience independently leading complex launches within a technology-enabled or operationally intensive business.

This role is open to USA remote, with need-based travel to our offices and operating markets. Applicants must be authorized to work full-time in the US without visa sponsorship.

Core Responsibilities

• Expansion Program Ownership: Lead the end-to-end execution of new markets, service verticals, vehicle types, job types, partnerships, and fulfillment models.
• Cross-Functional Leadership: Drive alignment, accountability, and execution across Product, Engineering, Marketplace, Operations, Revenue, Marketing, and Legal, resolving blockers and dependencies.
• Program Planning & Execution: Establish implementation plans, milestones, deliverables, risks, and success criteria across multiple concurrent initiatives.
• Operational Readiness: Ensure supply, technology, processes, training, compliance, and support capabilities are in place before launch.
• Scalable Launch Frameworks: Build standardized playbooks, readiness criteria, and repeatable processes that accelerate future expansion.
• Performance & Optimization: Monitor launch performance, identify gaps, drive post-launch stabilization, and transition ongoing ownership to business teams.
• Executive Communication: Communicate program progress, risks, trade-offs, and key decisions to leadership.

Key Requirements

• Program Management Expertise: 4+ years of experience independently leading complex, cross-functional programs within a technology or operationally intensive business.
• Marketplace & Industry Experience: Experience in two-sided marketplaces, gig economy, logistics, transportation, delivery, or related industries.
• Launch & Expansion Experience: Proven track record successfully launching new markets, services, partnerships, or operating models.
• Operational & Technical Acumen: Strong understanding of operational workflows and the ability to partner effectively with Product, Engineering, and business stakeholders.
• Execution & Problem-Solving: Demonstrated ability to navigate ambiguity, anticipate dependencies, resolve blockers, and independently drive initiatives to completion.
• Cross-Functional Influence: Exceptional communication and stakeholder management skills, with the ability to drive decisions and accountability without direct authority.
• Analytical Skills: Ability to use data to evaluate readiness, measure launch performance, and identify opportunities for improvement.

What Success Looks Like

You'll independently lead complex expansion initiatives from concept through launch, ensuring clear ownership, cross-functional alignment, and operational readiness.

You'll build repeatable launch frameworks that make expanding into new markets, introducing services, launching partnerships, and deploying new operating models faster, more predictable, and less operationally intensive.

Success means enabling Flex to scale expansion without proportional increases in operational overhead, with launches that are consistently well-executed, operationally ready, and positioned for long-term success.