Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Being a Chief of Staff can be as lonely as being the CEO / Principal you're supporting! I'm here to help you get the most out of the CoS role as possible. Whether this role your first one ever, your springboard into another executive role or something you want to do forever but you've run into a tricky issue - we can get it sorted out. I'll provide ad hoc advice on any issue that comes up and also we'll work together to build a concrete story of your role and identify areas to build your skills further. Things like defining your CoS archetype, defining your management style, best practices for operating a business - we can customize it for whatever is top of mind for you at the time. Let's get this role working for you!
A career development plan with tactical next steps for skill development
One on one support for difficult CoS issues and a playbook on how to handle them
Tailored documentation of accomplishments for your next performance review
Coaching delivered via live sessions and .
Services included:
Promotion Strategy
Networking Strategy
Executive Support
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Targeted coaching to help you break into Chief of Staff roles
Starting at $4905h+ of coaching
Crush the interview through mock interviews, personalized feedback, and more.
Starting at $4905h+ of coaching
Get help with Interview Prep, Strategic Planning, and .
Cherizza also coaches for Executive Coaching and Business Operations & Strategy. View all.
Joined May 2025
5.0
Former C-Suite Chief of Staff @ Google, Stitch Fix, Intel I Get The Role
As a Chief of Staff to 8 different C-level executives and a strategic leader, I've honed my skills in driving organizational transformation and operational efficiency. My experience includes serving as Chief of Staff to the CEO at Stitch Fix, where I led through two CEO transitions and managed internal communications and change management across the enterprise. At Google, I was part of the Office of the CEO's Proactive Issue Management team, handling responses to global and social crises. As a founder and CEO of my own advising firm, I am passionate about helping leaders integrate technology and people effectively. In all my CoS roles, I was the first and established the precedent and then grew to lead the Strategy or Business Operations function as a whole. If you're looking to excel in a Chief of Staff role or enhance your strategic impact, let's connect and explore how I can support your journey!
5h+ of coaching