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Chief of Staff

San Francisco, CA
Mar 11, 2022
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About The Role

The office of the CEO is looking for a Chief of Staff to join the Stitch Fix leadership team. As a Chief of Staff, you will play a critical role in partnering with our executive leadership team. The Chief of Staff position is a critical and trusted leadership role and the strategic right-hand person to our Stitch Fix CEO. You will help drive strategic business planning, support and direct change management throughout the organization, support and help drive enterprise-wide transformation initiatives while building and maintaining key relationships across the organization.

This role can either be based in our San Francisco HQ or remote (US) and will report directly to the Chief Executive Officer. .

You're Excited About This Opportunity Because You Will...

  • Be a strategic thought partner to our executive, helping them to think through decisions, supporting to gather additional information where necessary, ensuring they know what is coming up and helping to ensure they are always prepared
  • Partner closely on the strategic planning process across the organization, run regular update meetings on progress, ensure the executive is briefed on all strategic business activities.
  • Executive communications through organizational change around operational activities (often org updates, org announcements, hiring, strategic planning process, hiring updates).
  • Attend meetings in executives “stead”, serving as their executive proxy to help “multiply” their time and oversee critical initiatives.
  • Support communications team in service of external executive communications, interviews, communications, etc.
  • Oversee planning, execution, and support of leadership off-sites, and executive leadership meetings, as well as content for All Hands and Town Halls related to company strategy
  • Own agenda for and facilitate leadership team meetings. Track action items and drive to completion.

The Perspective And Experience You Bring Includes...

  • 10+ years experience working in management consulting, strategy and/or operational leadership roles
  • 3+ years in a similar scoped Chief of Staff and/or leadership role in a transformation office.
  • Experience managing multiple projects simultaneously and coordinating the efforts of multiple teams across an organization. Capable of managing the deliverables of stakeholders internal and external to Stitch Fix.
  • Experience with business operations functions including human capital, finance/strategy, OKRs, and cross organizational transformation initiatives.
  • Understanding on how to integrate diverse roles from diverse teams into a single effort that delivers success.
  • A strong ability to work in a matrixed, cross-functional organization, understands big picture organizational priorities and strong ability to multi-task.
  • Managing confidentiality without exception.

We're Excited About You Because...

  • You are a focused, organized, and results-driven individual with the discipline and gravitas to drive a diverse set of cross-functional partners toward a set of defined goals.
  • Your deep sense of personal responsibility, combined with your strong attention to detail and organization ensure that you expertly juggle many balls in the air, always clear on the biggest priorities and risks.
  • You are a medium to long-term thinker and a master of detail and excellent execution.
  • You are passionate about driving change and excited at the possibility of what is possible.
  • You are forever questioning the status quo, as you look for opportunities to innovate and break convention where you think we can do more, better, faster, etc.
  • You are deeply trusted by your business partners, and you pursue your own success through influencing, coaching, and raising the capability of others.
  • You are motivated by challenge, with a positive tone, an eye for solutions and an energy for springing into action - you roll up your sleeves and do whatever needs to be done.
  • You are insight-driven and intellectually curious, constantly seeking to understand more deeply through quantitative and qualitative data of all kinds and in all places.
  • You are an exceptional communicator in both written and verbal interactions with people at all levels; clear and courageous in giving direct and supportive feedback when needed.


  • We are a group of bright and kind people who are motivated by challenge. You can be your authentic self here, and are empowered to encourage others to do the same!
  • We are a successful, fast-growing company at the forefront of tech and fashion, redefining retail for the next generation
  • We are a technologically and data-driven business
  • We are committed to our clients and connected through our vision of “Transforming the way people find what they love”
  • We love solving problems, thinking creatively and trying new things
  • We believe in autonomy & taking initiative
  • We are challenged, developed and have meaningful impact
  • We take what we do seriously. We don’t take ourselves seriously
  • We have a smart, experienced leadership team that wants to do it right & is open to new ideas
  • We offer competitive compensation packages and comprehensive health benefits
  • You will be proud to say that you work for Stitch Fix and will know that the work you do brings joy to our clients every day

About Stitch Fix

At Stitch Fix, we’re about personal styling for everybody and we believe in both a service and a workplace where you can be your best, most authentic self. We’re the first fashion retailer to combine technology and data science with the human instinct of a Stylist to deliver a deeply personalized shopping experience. This novel juxtaposition attracts a highly diverse group of talented people who are both thinkers and doers. All of this results in a simple, powerful offering to our customers and a successful, growing business serving millions of men, women, and kids. We believe we are only scratching the surface on our opportunity, and we’re looking for incredible people like you to help us carry on that trend.

Please review Stitch Fix's Recruiting Privacy Policy here:

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