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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:
LinkedIn Review
Strategic Planning
Promotion Strategy
Cover Letters
Resume Review
Networking Strategy
Salary Negotiation
Executive Support
Interview Prep
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 Hannah
Custom hourly · $120/hr
Get help with Strategic Planning, Promotion Strategy, and .
Offered by Hannah E.
Joined July 2026
5.0
Chief of Staff across media, government & nonprofit
Over the better part of a decade, I've done nearly every kind of work that falls under the Chief of Staff umbrella — across media, government, and the nonprofit sector. At the White House, I managed executive logistics and high-stakes international engagements for the Office of the U.S. Trade Representative. At DHS, I led appointee hiring and management across the Department — including FEMA, TSA, and other components — before being promoted to Chief of Staff for the Office of Policy. In media, I served as Chief of Staff for Politico Live and later as Executive Director of Operations at Protocol. I now serve as Chief of Staff at a national nonprofit. Across all of it, the throughline has been the same: getting handed an ambiguous, high-stakes mandate — do X by Y date, with Z resources, no playbook — and being trusted to build the plan and execute it. That range is exactly what makes me useful as a coach. Most Chief of Staff advice comes from people who've only seen the role in one context. I've operated inside newsrooms, federal agencies, and mission-driven organizations, which means I can help you separate what's universal about the job (earning trust with a principal, operating across a whole org without a functional lane, translating ambiguity into a plan) from what's specific to any one industry. Whether you're trying to land your first Chief of Staff role or you're already in the seat and want to expand your scope and grow your influence, I'd love to help — bringing the same practical, get-it-done approach to coaching that I bring to the job itself.
$2,040
20h of coaching