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Kickstart a Chief of Staff Job Search

Katy D.
By Katy D.5.0· 2 reviewsFormer Chief of Staff (now Exited COO) of YCombinator-Backed Startup

Think you might be a fit for a Chief of Staff role? Awesome! Chief of Staff is, in my humble opinion, one of the most exciting and high-leverage roles out there, particularly for generalists who are hungry for rolling up their sleeves and doing the work. I'm an experienced startup Chief of Staff (then promoted to COO); I offer tangible, actionable advice for positioning yourself for a Chief of Staff role, plus a hefty dose of support and honesty to help you reflect on your career and make confident choices about what comes next. I'll be the most helpful for folks who are seeking a Chief of Staff role for the first time, particularly for *startup*/growth company Chief of Staff roles. (But feel free to reach out if your goals are slightly different - seeking a new CoS role even though you already have one, seeking a CoS role at a larger company, etc. - I'm happy to honestly assess whether I can help!): Our work together will be tailored to your particular background and needs, but often will include: - Kickoff and planning to understand what brings you to this inflection point and how you hope to move forward - A comprehensive strategy for your Chief of Staff job search, with specific systems and goals to keep you motivated and focused - Comprehensive resume, cover letter, and LinkedIn review to help you put your best foot forward for the unique dynamics of Chief of Staff roles - Interview prep, negotiation, and offer decision-making once you get to the finish line My focus as a coach/mentor is offering highly specific, actionable advice about your job search - I've helped countless folks organize their job search process and emerge successfully, thanks to my particular point of view on how to organize your materials, optimize your narrative, and maximize your optionality through the interview process.

What's included

10h of coaching$89.10/hr · Live Sessions$891
Total$891
  • A specific framework and set of goals to help your job search feel organized and intentional
  • Polished resume(s), cover letter(s), and LinkedIn profile to help your Chief of Staff applications stand out
  • Support through all stages of the process, including interviews and offer negotiation
  • An ally in your corner to organize, strategize, and vent!

Meet your expert

Katy D.

Katy D.

Former Chief of Staff (now Exited COO) of YCombinator-Backed Startup

5.02 reviews
795Min coached
31Followers

🏠 I grew up in Spokane, WA in a suburban, middle-class family; my dreams came true when I was admitted to Harvard for undergrad. 🎓 I studied Sociology at Harvard, with strong interests in both politics and tech/startups. 💻 I've spent most of my career at the intersection of tech, startups, politics, and social impact, most recently as the COO of Impactive, a leading Democratic political software startup (YCombinator-backed), which was acquired by ActBlue in 2025. 🌲 I now an MBA student at Stanford GSB, exploring what comes next for me; I have a wide range of interests in film, sports, politics, startups, etc. ❤️ I'm also the Chair of the Board of Directors for the National Youth Leadership Council, and a Board of Directors member for TeenTix. 🐶 I live in Seattle, WA with my fluffy, adorable Samoyed dog, Nora.

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