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Chief of Staff Coaches, Events, and Resources

Related: Business Development & Partnerships, Business Operations & Strategy, Management Consulting, Venture Capital
Myths and Tips About Chief of Staff Roles

Myths and Tips About Chief of Staff Roles

What’s a Chief of Staff and why are these roles so popular now? The CoS role isn’t just for government anymore. These days, the important roles are everywhere. Join us to learn the real info about these roles from former 8x Chief of Staff Cherizza L. Cherizza’s been a CoS at Google, Stitch Fix, Intel, on campaigns and in non profits. She’s been in the room and she’s sharing the goods!

Included with Leland+

5.0

(10)
Details
Tips & Tricks for Applying & Interviewing for the CoS Role

Tips & Tricks for Applying & Interviewing for the CoS Role

​Landing a Chief of Staff role takes more than luck—it requires a clear strategy for how you present yourself, connect with the right people, and stand out in interviews. In this session, experienced Chief of Staff and hiring expert Sivan R. will break down the process into three actionable parts: ​Tailoring the Resume – How to position your transferable skills, highlight impact, and use the key words hiring managers are looking for. ​Elevating the Outreach – How to identify the right people to get you in the door, craft effective messages, and build meaningful connections. ​Mastering the Interview – How to prepare with confidence, anticipate common Chief of Staff interview themes, and tell your story with clarity. ​By the end, you’ll have a clear playbook for navigating the Chief of Staff application process from start to finish—equipped with practical tips you can put into action right away.

Included with Leland+

5.0

(7)
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Nailing the Chief of Staff interview

Nailing the Chief of Staff interview

​Landing a Chief of Staff role starts with acing the interview—and that can be one of the biggest hurdles for top candidates. In this session, you’ll hear from Julianne Z., a two-time Chief of Staff with experience across private equity and VC-backed companies. ​Julianne will walk you through what CoS interviewers are evaluating at each stage, how to frame your thought process under pressure, and how to draw on your past experiences to position yourself as an indispensable partner to leadership. You’ll also learn how to handle tough questions, structure your responses, and avoid missteps that derail many CoS candidates. ​Whether you’re interviewing for your first Chief of Staff position or trying to level up your candidacy, this session will give you clearer insight and tangible prep strategies.

Included with Leland+

5.0

(8)
Details

All Chief of Staff Experts

Book one-on-one time with an expert to make progress on your goals.

  • Adam S.

    Adam Scott

    5.0

    (2)

    How to get started as a new Chief of Staff

    I was the Chief of Staff to the late professor Clayton Christensen at Harvard Business School. I know what it takes to build systems and manage priorities for high-pressure environments and leadership.

    $100/hr

    Available Nov 14, 2026

  • Chelsea H.

    Chelsea Hoffman

    5.0

    (6)

    Stanford MBA & PE-Backed COO | Coach for Aspiring & Current Chiefs of Staff

    I’ve built and scaled teams at the highest levels of private equity–backed companies, where the Chief of Staff role is pivotal to aligning executives, driving priorities, and ensuring execution. With my background as a Stanford MBA and President/COO, and as a former CoS myself, I understand how exceptional Chiefs of Staff operate—and what separates a trusted strategic partner from a task manager. I coach both aspiring and current Chiefs of Staff on how to structure the role, build trust with executives, and translate vision into action. From setting up operating cadences and managing board prep to driving cross-functional initiatives, my approach blends practical playbooks with leadership insights. You’ll leave with the clarity and confidence to add measurable value from day one and grow into your next leadership opportunity.

    $299/hr

    Available tomorrow

  • Frank S.

    Frank Stephens

    5.0

    (13)

    Entrepreneur: AI Startup CoS (Acquired) | Stanford MBA | Marines

    With over a decade of leadership and operational experience, I help people sharpen their professional presence, build effective career strategies, and position themselves to land the Chief of Staff role they’re aiming for. After my MBA, I joined a seed-stage AI startup in the political tech space. Startups are never easy, but ours faced unique challenges: navigating election-cycle swings, operating within a complex procurement system, and building trust with AI skeptics—not to mention the backdrop of political headwinds. While my experience was in a niche market, the lessons I learned apply everywhere, such as exercising judgment to prioritize what matters, finding clarity amid ambiguity, and adapting to solve problems you’ve never faced before. The Chief of Staff role is demanding but deeply rewarding, equipping you with the skills to thrive and lead in any environment. I know what it takes, and I’d love to help you get there.

    $265/hr

    Available tomorrow

  • Mackenzie S.

    Mackenzie Steele

    5.0

    (7)

    Former C-Suite Chief of Staff @ Zoom: Level Up Your Career as a CoS

    As a former Chief of Staff to Zoom’s C-suite, I help ambitious professionals break into the Chief of Staff role and succeed once they’re there. Together, we’ll position your experience to stand out in the hiring process and prepare you to hit the ground running. From application strategy to executive presence, I’ll guide you in landing—and excelling at—the Chief of Staff job of your dreams.

    $150/hr

    Available tomorrow

  • Lance H.

    Lance Hurst

    5.0

    (7)

    2,950 min coaching

    How to be the best Chief of Staff at a startup

    Welcome to my profile! With a robust background in management consulting at Bain & Company, where I served as a Senior Associate Consultant, and my role as Chief of Staff and VP of Strategy and Corporate Development at BioLite, I bring a wealth of experience to my coaching practice. My journey has equipped me with the strategic insights and leadership skills necessary to excel in high-impact roles. I specialize in guiding aspiring Chiefs of Staff to navigate their career paths effectively, leveraging my firsthand experience in both consulting and executive support. Whether you're looking to refine your strategic thinking, corporate development / M&A, or enhance your leadership capabilities, I'm here to help you achieve your career goals. Let's connect and chart your path to success!

    $129/hr

    Available today