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All Chief of Staff Experts

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  • Jocelyne M.

    Land Chief of Staff Roles | CoS at a Leading Data & AI Analytics Startup

    Hey there! With a robust background in strategy and leadership, I currently serve as Chief of Staff at Tredence Inc, following a similar role at Aucto. My journey includes an MBA from Stanford Graduate School of Business, where I was actively involved as Co-President of the Hispanic Business Student Association and an MBA Ambassador. My professional experience spans across top-tier companies like Google, where I was a Summer MBA Intern, and Accenture, where I honed my skills as a Business Consultant and Strategy Analyst. I am passionate about helping aspiring professionals navigate the path to becoming effective Chiefs of Staff, leveraging my diverse experience to provide tailored guidance. Let's connect to strategize your career advancement!

    $215/hr

    Available Sep 19, 2026

  • Katy D.

    Former Chief of Staff (now Exited COO) of YCombinator-Backed Startup

    I'm an experienced startup Chief of Staff; I served as a fractional Chief of Staff for 10+ companies as a self-employed startup consultant, and later joined one of my clients (a YCombinator-backed leading Democratic political tech startup) in-house as founding Chief of Staff. I was later promoted to COO of the same company, which I led for several years until the company's acquisition by ActBlue in 2025. Importantly, I've been an informal leadership coach and Chief of Staff mentor to numerous peers and junior staffers along my journey. I have formal experience developing a coaching and professional development program for second-in-command executives. I'm extremely familiar with the unique dynamics and demands of the Chief of Staff role - as a middleman between executives and staff, as a combined strategist-and-executor, and all of the other many ways that being a Chief of Staff is different than almost any other role in the professional world. I'm here to help you find a Chief of Staff role for the first time, and/or navigate a new role as a Chief of Staff.

    $99/hr

    Available tomorrow

  • Gaylan G.

    ✨ You're Chief of Staff coach with 11 years of Naval Leadership experience

    With extensive experience in strategic leadership and operational excellence, I am exceptionally qualified to serve as a Chief of Staff Coach on Leland, guiding professionals seeking to excel in this pivotal role. My background includes over 11 years as a Naval Officer, culminating in my position as Deputy Chief of Staff to the Navy Chief of Legislative Affairs, who reports directly to the Secretary of the Navy and the Chief of Naval Operations. In this capacity, I collaborated closely with US Senators/Congressmen and Senate/House Committee staff, managing high-stakes legislative initiatives and ensuring alignment across executive branches. Complementing this, my five years in product management at leading tech companies such as Amazon, LinkedIn, and Guideline have refined my expertise in cross-functional coordination, strategic planning, and driving organizational priorities to achieve measurable results. As a coach, I am dedicated to empowering people to break into the Chief of Staff role and enhance their strategic leadership capabilities. My approach draws from proven experience as a strategic partner in executive stakeholder management, optimizing operational workflows, and delivering high-impact organizational outcomes in dynamic environments. By providing tailored guidance on frameworks such as OKRs, stakeholder mapping, and strategic communication, I equip people with the tools to articulate their value, build executive trust, and navigate complex challenges effectively. My commitment is to offer people actionable strategies and personalized mentorship to realize their Chief of Staff aspirations with confidence and precision.

    $69/hr

    Available Sep 19, 2026

  • Clifford M.

    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 Sep 19, 2026

  • Meredith L.

    Excel as Chief of Staff | Led Global Ops at Elastic, Saved $1.5M

    Welcome to my profile! With over a decade of experience in strategic operations and transformation, I have honed my skills in executive stakeholder management and operational excellence. As a former Director of Global Operations Transformation and Compliance at Elastic, I led initiatives that delivered $1.5 million in savings and improved operational efficiency by 75%. My journey also includes pivotal roles at Intel and Accenture, where I managed multi-million dollar program portfolios and secured significant cost savings. As the CEO and Founder of my own consulting firm, I am passionate about guiding aspiring Chief of Staff professionals to excel in their roles. Let's connect to tailor a strategy that aligns with your career aspirations and unlocks your full potential!

    $125/hr

    Available tomorrow

  • Andrea B.

    Expert in Chief of Staff Roles | Rice MBA | Fulbright Fellow

    Welcome to my profile! With an MBA from the Jones Graduate School of Business at Rice University and a rich academic background from Texas Christian University, I bring a wealth of knowledge and experience to my coaching practice. As a former Fulbright Fellow and a member of Phi Beta Kappa, I have honed my skills in leadership and strategic thinking, which are crucial for a successful Chief of Staff role. My experience in various leadership positions, including serving on the Board Fellows Executive Team and as an Admissions Ambassador, has equipped me with the insights needed to guide aspiring Chiefs of Staff in navigating their career paths. Let's work together to develop your strategic acumen and leadership skills to excel in this pivotal role. Reach out to start your journey!

    $129/hr

    Available tomorrow

  • Bryan W.

    Chief of Staff / Director, Office of the Founders

    Welcome to my profile! I previously served as Chief of Staff to the CEO @ Forage, a startup on a mission to modernize the U.S. social safety net. As Chief of Staff, I led back-to-back fundraising and investor relations, from managing quarterly board meetings and investor updates to running point on data rooms and interfacing with top-tier VCs. I also built our sales, go-to-market, marketing, strategic finance, and customer success functions from scratch, serving as the first line-of-defense and plugging gaps on behalf of the CEO and hiring -> onboarding incredible talent to eventually take my place. It's an experience that's directly responsible for >95% of my professional toolkit, and I wouldn't trade it for the world. I specialize in guiding aspiring professionals to recruit for, and excel in, Chief of Staff roles. If you're interested in Chief of Staff roles (or learning more about them): let's connect and chart your path to success!

    $150/hr

    Available Sep 20, 2026

  • Olivia P.

    Former Chief of Staff at Eko Health | Member of Chief of Staff Network

    I can coach on the Chief of Staff role because I’ve held the position myself for two years and am active in the Chief of Staff Network. Having both firsthand experience and insight from interviewing for multiple Chief of Staff roles previously, I deeply understand the nuances, expectations, and pathways to success in this position. I'd love to help you select a role, prepare for an interview, or uplevel your skillset.

    $160/hr

    Available Sep 21, 2026

  • Sahana R.

    Chief of Staff & CXO

    Selected for Shore Capital Partners’ CXO Program, an investor-operator development program that embeds future executives full-time within a Shore portfolio company. I joined Mosaic Flavors as its first management-team hire and served as Chief of Staff to the CEO / VP of Strategy, while maintaining direct exposure to Shore’s investment and operating teams. Unlike a traditional PE portfolio operations role supporting multiple companies, I was fully embedded in a single investment and operated as part of the portfolio company’s leadership team. I helped build and execute the company’s growth strategy, led cross-functional initiatives spanning commercial strategy, pricing, M&A, and operations, and prepared and presented quarterly performance and strategic updates to the Board. The program also included a personal investment/buy-in component, giving me direct equity participation and aligning my incentives with the company’s investors and management team.

    $129/hr

    Available Sep 20, 2026

  • Rahul D.

    CoS Expert | 1000+ Coached | Former GM at Chief of Staff Network

    Hi there! With 10+ years in business operations and strategy, I have successfully coached over 100 individuals to excel in Chief of Staff roles. My experience as a General Manager at the Chief of Staff Network, where I served 1000 customers and delivered 150+ events, has equipped me with the insights needed to guide aspiring professionals in this field. I specialize in helping clients navigate the complexities of operations, automation, and strategic growth, drawing from my diverse roles at companies like Sylva and Newfront Insurance. Whether you're looking to enhance your leadership skills or streamline your operational strategies, I'm here to help you achieve your career goals. Let's connect and craft a personalized plan for your success!

    $149/hr

    Available Sep 19, 2026