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Description
This package is designed for aspiring Chiefs of Staff who want to maximize their chances of landing a top offer. Through personalized 1-on-1 coaching with experienced professionals, you’ll be fully prepared for every stage of the recruiting process—from securing the interview to negotiating the final offer. Each engagement is tailored to your unique background and goals, with a focus on the skills and strategies most relevant to Chief of Staff roles. Whether you’re transitioning from consulting, finance, startups, or other strategy/operations roles, this package will give you the tools to stand out, excel in interviews, and confidently secure your next role as Chief of Staff. Some of the common coaching activities included in this package are: - Crafting standout resumes and cover letters tailored to Chief of Staff and strategic operator roles - Developing a personalized networking strategy to connect with executives and decision-makers - Optimizing your LinkedIn profile to highlight leadership, strategic thinking, and cross-functional experience - Deep dives into the Chief of Staff role, responsibilities, and success profiles at different types of companies - Mock case and scenario-based interviews focused on executive problem-solving, strategic planning, and organizational effectiveness - Behavioral interview prep to craft compelling stories that showcase leadership, adaptability, and impact - Company-specific preparation to demonstrate executive-level knowledge and alignment with leadership teams - Interview debriefs and iterative coaching to refine your approach - Building a strong personal narrative that positions you as an indispensable strategic partner - Insights into the Chief of Staff career path, progression, and common exit opportunities - Personalized timelines and milestones to keep your search structured and efficient - Customized follow-up strategies and offer negotiation coaching
What you'll get from this package
A polished resume and cover letter that effectively highlight your strengths
A strategic networking plan to connect with industry professionals and alumni
An optimized LinkedIn profile that showcases your skills and experiences
Continuous feedback and improvement on all application materials
A detailed timeline and milestones to keep you on track throughout the application process
Techniques for standing out in competitive applicant pools
Additional details
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:
Resume Review
Networking Strategy
Salary Negotiation
Interview Prep
Executive Support
Strategic Planning
LinkedIn Review
Promotion Strategy
Cover Letters
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 Larry
Custom hourly · $129/hr
Get help with Resume Review, Networking Strategy, and .
Larry also coaches for College, Business Operations & Strategy, Management Consulting, MBA, and Private Equity. View all.

Offered by Larry S.
Joined December 2024
Current VP of Strategy | Former Chief of Staff & CXO
Welcome to my profile! With a robust background in strategy and leadership, I bring a wealth of experience to my coaching practice. As a former Chief of Staff through Shore Capital's CXO Program, I have supported CEOs with growth initiatives and worked directly with other C-level executives and board of director members, equipping me with firsthand knowledge of the Chief of Staff landscape. My MBA from Kellogg School of Management, where I was actively involved in professional development and leadership roles, further enhances my ability to guide aspiring leaders. Whether you're looking to transition into a Chief of Staff role or excel in your current position, I'm here to help you navigate the complexities of strategic leadership. Let's connect and chart your path to success!
$1,104
20h of coaching