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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:
LinkedIn Review
Strategic Planning
Cover Letters
Resume Review
Networking Strategy
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
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Custom hourly · $200/hr
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Terach also coaches for Investment Banking and Venture Capital. View all.

Offered by Terach F.
Joined September 2026
Chief of Staff at an a16z-backed startup | Ex-Evercore, IFC, Apis
I was Chief of Staff at Carry1st, a venture-backed mobile games publisher in Africa backed by a16z, Sony and Google, where my remit was strategy, corporate development and strategic finance. I came into the role from the investing side — M&A at Evercore, then fintech investing at IFC and Apis Partners — and left it to found my own company. That arc is the thing most useful to people considering this job. Chief of Staff is one of the least standardised roles in tech. Two people with the same title can be doing completely different work: one is running board and fundraising processes, the other is managing the CEO's calendar. Before you take an offer, you need to know which one you're being hired for, because they lead to different places three years out. I coach on getting into the role and on doing it well. On the way in: how to read a CoS job spec for what the founder actually wants, how to position a banking, consulting or investing background for an operating seat, how to handle case and judgment interviews, and how to negotiate scope and equity when the role has no comparable. On the job: running board meetings and investor reporting, owning fundraising workstreams, building strategic finance, and the harder part — holding influence without headcount, and knowing when the role has stopped compounding and it's time to move into a line role, a fund, or your own thing.
Starting at $612
5h+ of coaching