Schedule a call with a Leland team member who can help you explore your options.
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This package is designed for candidates preparing to excel in Chief of Staff interviews, where strategic thinking, executive communication, and adaptability are key. With customized preparation and 1-on-1 coaching, you’ll build the confidence and skills needed to perform strongly in both scenario-based strategic interviews and behavioral interviews, positioning yourself as an indispensable partner to senior leadership. Key components of this package include: - Deepening your understanding of Chief of Staff interview themes such as executive problem-solving, prioritization, cross-functional alignment, and organizational effectiveness - Framework development sessions to help you structure solutions to strategic and operational challenges clearly and persuasively - Mock interviews (strategic cases and scenario questions) with detailed feedback to refine your approach and sharpen your responses - Behavioral interview preparation to craft compelling stories that highlight leadership, adaptability, and impact across diverse situations - Company- and executive-specific research to tailor your answers and demonstrate insight into leadership priorities - Techniques for effective communication, executive presence, and structured storytelling - Strategies to manage ambiguity, stress, and high-pressure questions with composure - Continuous improvement through iterative feedback, tailored drills, and practice sessions By the end of this package, you’ll have honed the unique interview skills required for Chief of Staff roles, developed a compelling personal narrative, and gained the confidence to stand out in interviews and secure the offer.
Refined interview techniques through mock interviews with detailed feedback
Compelling behavioral stories that effectively highlight your skills and experiences
In-depth knowledge of industry and company-specific information to tailor your responses
Strategies for managing stress and maintaining composure during interviews
Coaching delivered via live sessions and .
Additional expectations or terms of engagement may be provided by coaches (e.g. expected response times, etc.).
Services included:
Interview Prep
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Expert help on everything from getting the interview to landing the offer.
$2,40020h of coaching
Targeted coaching to help you break into Chief of Staff roles
Starting at $712.505h+ of coaching
Olivia also coaches for Career Coaching, Product Marketing, Business Operations & Strategy, MBA, and Management Consulting. View all.

Joined December 2021
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.
5h+ of coaching