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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 Jonika
Custom hourly · $500/hr
Jonika also coaches for Executive Coaching, Startup Founders, Business Development & Partnerships, and Career Coaching. View all.
Offered by Jonika H.
Joined June 2026
5.0
Chief of Staff, Engineering & AI Transformation
I spent 19 years at Google working across commercial growth, engineering, and strategy—including helping build a $1B partnership business and serving as Chief of Staff and Head of Strategy & Operations for a 3,000-person Engineering organization. My work spanned global Android go-to-market and Google Cloud learning programs, connecting technical teams with customers, partners, and business priorities. Across Google and my advisory work, my experience covers automotive, real estate, legal, semiconductors, and telecommunications in Mexico, Brazil, North America, and EMEA, with global brands and hyperlocal businesses. For the past 3 years, I advise executives and founders, including leaders building AI-first companies. My work sits where their responsibilities meet: chiefs of staff driving execution, CTOs and CIOs making technology bets, CFOs assessing commercial returns, and CHROs and Chief People Officers building the organizational capacity to deliver. I also speak globally on HR & AI and Marketing & AI, bringing an operator’s perspective to how companies adopt technology, reach customers, and execute sustainable transformation.
$2,064
20h of coaching