Cherizza L. | Leland

Cherizza L.

5.0

Unlock your Authentic Leadership Style I Former 4x Chief of Staff & VP

Studied at McCourt School of Public Policy (Georgetown)

Worked at Stitch Fix

Hiring Manager

Available Monday at 2:30 PM UTC

Protected by the Leland Experience Guarantee

Available Monday at 2:30 PM UTC

Questions? Start chatting with this coach before you get started.

Cherizza's Coaching Offerings

Executive Coaching — Getting Started Package

Executive coaching for high-impact leadership

Starting at $3605h+ of coaching

Complete 6 Month Executive Coaching Engagement (360 Analysis Included)

Complete 6 month executive coaching engagement with a top executive coach

$2,50030h–40h of coaching

Pay as you go

Get help with Decision Making, Strategy, and .

Cherizza also coaches for Chief of Staff and Business Strategy & Operations. View all.

Cherizza’s Executive Qualifications

Experience level: Executive

As an experienced C-level leader with stints at Intel, Google, and Stitch Fix, I specialize in helping other leaders identify and utilize their superpowers to lead their teams in pursuing their goals. I've worked for leaders like Sundar Pichai, Katrina Lake, and Sheryl Sandberg, giving me a front seat to what it takes to be an exceptional leader, in times of calm and in times of disruption. I deeply believe in the power of people and processes working together, and as a leader, it's our job to marry the two. In my most recent role, I lead strategy for Stitch Fix and was the Chief of Staff to the CEO. I handled all board materials and worked closely to onboard and transition two CEOs and several other C-level members. At Google, I had the pleasure of working in the office of the CEO where I was a strategic response principal for critical geopolitical crises. Whether you want to enhance your leadership capabilities or navigate a major transition, I'm here to support your journey. Let's connect and explore how I can help you achieve your leadership goals!

Cherizza can help with:

Decision Making

Strategy

Communication Skills

Strategic Planning

Team Management

Leadership Development

Cherizza also coaches for Chief of Staff and Business Strategy & Operations. View all.

About Cherizza

I’m a seasoned strategy and operations leader, an 8x Chief of Staff, and most recently, the VP of Strategy and Business Transformation at Stitch Fix, where I led the company’s turnaround strategy. Before that, I was a Strategic Crisis Response Principal in the CEO’s office at Google, guiding the company’s response to major geopolitical and social issues. Earlier in my journey, I worked with Code2040 and the Sandberg Goldberg and Bernthal Family Foundation, focusing on building a more inclusive tech industry. My foundation in leadership was built at Intel, where I grew up in HR and learned what it means to lead with accountability, integrity, and a relentless focus on outcomes. We should all remember that the end of the day, businesses are just groups of people and people are humans with real emotions and experiences. This acknowledgement allows me to approach every interaction as it's own distinct moment that requires me to meet you where you are. It's the approach that built me a successful career and one that brought me to this platform. Today, I’m channeling my energy into what I care about most: helping people build a better world.

Why do I coach?

I coach because I see no reason to keep knowledge and experience to myself. Knowledge is power and I believe that knowledge is to be shared. I've had phenomenal coaches who helped me clarify my career and personal goals, see paths that weren't previously open to me and problem solve through sticky situations. I've learned its better to have other people to bounce ideas off of than try to go it alone. As an eight-time surgery patient, I also know that having support and being accountable to achieve goals is everything. I'm here to help you to be the best version of yourself.

Work Experience

Angel Investor

Black Angel Group

July 2023 - Present

Special Projects

Harris for President

August 2024 - September 2024

Joined the national organizing team to build out and scale processes and programs in support of overall organizing efforts, coalition support and campaign decision making.

Vice President, Strategy and Transformation

Stitch Fix

April 2023 - May 2024

Hiring Manager

Established the company's first Transformation Office under a new CEO on the heels of leading the company wide strategic planning process for FY24 anchored in core metrics to drive growth and unlock more operational efficiencies; oversaw the integration of the two processes and handled reporting and management of results up to the board. Project Management, Operational Efficiency and +4 skills

Chief of Staff to the CEO

Stitch Fix

June 2022 - April 2023

Tasked with establishing new rhythm of the business to support faster decision making and collaboration across the executive team. While in the role, lead through two CEO transitions and had responsibility for internal communications and change management across the enterprise from corporate to frontline employees. Business Operations

Principal, Office of the CEO

google

October 2020 - June 2022

Handpicked to join the Office of the CEO's Proactive Issue Management team. Responsible for triaging company wide responses to global and social crises such as high profile DEI commitments, geopolitical topics and employee well being. Stakeholder Management and Crisis Management

Business Operations & Strategy

google

March 2020 - October 2020

Hiring Manager

Co-led Google's Racial Equity PMO resulting in several public commitments to racial equity across our internal workplace, products, startup ecosystem and racial justice engagements Project Management, Operational Efficiency and +4 skills

Chief of Staff to the Chief Diversity Officer

google

December 2018 - October 2020

Hiring Manager

Project Management, Business Operations and +1 skill

VP, Operations and Chief of Staff to the CEO

Code2040

June 2017 - September 2018

Led the Finance, Accounting, Revenue (Development & Business Development), General Operations, Office Management and Data & Evaluation functions. Served as the fourth member of the Code2040 Executive Team. Quarterbacked a founder CEO to CEO transition process that included the management of internal and external stakeholders to ensure a smooth transition.

Partnerships Lead

Sheryl Sandberg & Dave Goldberg Family Foundation

March 2016 - May 2017

FKA LeanIn.org Single point of contact to over 800+ organizations. Scaled the corporate partnerships component of Lean In 3x in a year and established key relationships with Veterans, active duty and non profit organizations in support of gender equality in all workplaces.