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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
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Custom hourly · $200/hr
Get help with Strategic Planning, Resume Review, and .
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.
$2,064
20h of coaching