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Description
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!
What you'll get from this package
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
Additional details
Coaching delivered via live sessions and .
Services included:
Networking Strategy
Executive Support
Promotion Strategy
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Ian
Custom hourly · $225/hr
Get help with Resume Review, Networking Strategy, and .
Ian also coaches for Leadership Coaching and Business Operations & Strategy. View all.
Offered by Ian R.
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!
$1,125 - $1,912.50
5h - 10h of coaching