Strategic Program Manager, Styling Enablement

Stitch Fix

8h•$96,000 - $160,000

About The Position

As a Styling Enablement Program Manager, you will drive execution across high-impact initiatives that shape how Styling operates and scales. You will be directly accountable for delivering initiatives from concept through execution, ensuring cross-functional teams stay aligned, timelines are met, and work is delivered with quality in complex, fast-moving environments. You will partner closely with Product, Engineering, Data Science, Workforce Management, Operations, and Client Support to bring new ways of working, platform improvements, and client experience enhancements to life. You will also play a key role in improving decision quality by helping teams evaluate tradeoffs, prioritize effectively, and invest in the highest-impact opportunities. This is an opportunity to increase the organization’s speed and effectiveness by enabling parallel execution, strengthening delivery discipline, and reducing friction across teams.

Requirements

You have 4–6+ years of experience in project management, business operations, strategy, or a similar role in a complex, cross-functional environment
You have a track record of taking work from concept through delivery, balancing multiple priorities and stakeholders
You are analytical and can structure problems, evaluate tradeoffs, and inform decisions with data
You are an excellent cross-functional partner who can influence without authority and build alignment across teams
You bring structure and clarity to ambiguous problems
You are highly organized and able to manage both details and big-picture priorities
You communicate clearly and effectively with a range of audiences, including senior leaders
You are proactive, solutions-oriented, and motivated to improve how work gets done

Responsibilities

Lead end-to-end program management for complex, cross-functional initiatives that impact Styling and the client experience
Translate strategic priorities into clear project plans, identifying milestones, dependencies, and success metrics
Drive cross-functional execution across teams, ensuring alignment, maintaining momentum, and holding work accountable to timelines and outcomes
Proactively identify risks, dependencies, and blockers, and drive timely resolution to keep initiatives on track
Use data and analysis to inform decisions, prioritize work, and ensure initiatives are grounded in clear business impact
Enable multiple initiatives to move forward in parallel by improving coordination, clarity, and decision-making
Develop clear, executive-ready communication on progress, risks, and key decisions
Own the day-to-day mechanics of program delivery, including tracking progress, driving accountability, and ensuring teams can execute effectively in a complex, interdependent environment
Support change management and adoption in partnership with enablement and communications teams
Champion AI integration to evolve program workflows and enhance data-driven decision-making