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Description
This package is designed for candidates pursuing Chief of Staff roles who want focused, high-impact support throughout the recruiting process. Whether you’re breaking into the Chief of Staff world for the first time or looking to secure a more senior, strategic role, this package is built to meet you where you are and help you stand out. Available in 5- or 10-hour formats, you’ll work 1-on-1 with an expert coach to target the areas that matter most—from sharpening your executive narrative to preparing for case and scenario-based interviews to navigating final offer negotiations. Each session is tailored to your unique background and goals, giving you the clarity and confidence needed to land your ideal role. Common coaching activities include, but are not limited to: - Resume & LinkedIn review: Position your experience to highlight leadership, strategic impact, and cross-functional influence - Storytelling & narrative development: Build a compelling personal narrative that resonates with executives and boards - Recruiting strategy: Identify high-potential roles and companies that align with your skills, values, and career trajectory - Interview preparation: Practice scenario-based and behavioral Chief of Staff interviews, with targeted feedback to refine your responses - Networking & outreach strategy: Develop an intentional plan to connect with executives and hiring managers - Company- & executive-specific prep: Conduct deep dives into leadership priorities and organizational challenges to tailor your approach - Offer negotiation: Navigate compensation and scope conversations strategically to set yourself up for long-term success
What you'll get from this package
Tailored resume and LinkedIn optimization for Chief of Staff roles
Help crafting a compelling, strategic candidate narrative
Company and role targeting aligned with your skill set and interests
Preparation for business operations specific interview formats
Support for networking, follow-ups, and offer negotiation
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
Interview Prep
Strategic Planning
LinkedIn Review
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 Christopher
Custom hourly · $99/hr
Get help with Resume Review, Networking Strategy, and .
Christopher also coaches for MBA and Startup Careers. View all.

Offered by Christopher W.
Joined June 2025
5.0
Chief of Staff at Arch | Startup Recruiting Expert | Kellogg MBA
Hello and welcome to my profile! Over the last year, while completing my MBA at Kellogg, I was recruiting for Business Operations, Chief of Staff, and Strategic Projects roles at a wide range of startups. After completing final round interviews at ~15 startups, I accepted a Chief of Staff role at Arch (a Series B FinTech). Throughout these interviews, I learned exactly what it takes to prepare a quality resume, network into an interview, and successfully navigate the recruiting process. Prior to Kellogg, during my time at Human Capital (a multi-stage venture firm), I also worked closely with recruiters to place talent at our portfolio companies.
$470.25 - $891
5h - 10h of coaching