I’m interviewing for an EA (not your typical role) to a serial entrepreneur/CEO who is also interviewing for a Chief of Staff. They have mentioned I would make a great CoS based on my prev experience & could see me being a COO in the next 10 yrs. After playing back our last meet, I realise the CEO was trying to tease out of me/get me to probe on interest for CoS role. I am interested but also don’t want to talk myself out of the EA role as I really want to work for this individual – advice pls?

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I don't have a lot of advice on what you should do, however I have been looking for a chief of staff role for the last couple of months and am considering applying to EA roles in hopes that what happened to you will happen to me!

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Additional Posts in Chief of Staff

Can anyone who currently holds the CoS title share what the pathway looked like for them to get there including prior roles and education background as well as the organization you work for (if comfortable) as this title seems to be rapidly phasing out. Would be super insightful for those still trying to get there to understand what the path could look like and where opportunities still exist besides government

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Hi, what has been/will be the next steps for you after being chief of staff?

Context: I head up strategy & ops at a startup and act as CoS to CEO. Now interviewing for CoS to CCO at another larger company (1000+ employees) and wondering if this puts me in line to get a CCO role in a few years or if I’m better off remaining in strategy & Ops.

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Hi! I’m currently CoS to the CEO for a PE backed healthcare company. I currently make $140K + $25K bonus. I was CoS for 1.5 year at a nonprofit before joining this company, and have been at my current company for 1.5 years for a total of 3 years of CoS experience. I’m up for a raise this month, and curious what some of you are making for ballpark? I’m also on a COO path at my current company and was wondering if anyone else is also on that trajectory and if you have any tips? Thanks!

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Anyone a CoS for a fintech company and/or startup that has raised their initial seed and looking to also have CoS help with fundraising? Any warnings? Special considerations or things that should be asked of the founders before accepting an offer?

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For this of you former CoS: what was your next role after Chief of Staff?

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I have an interview for my first Chief of staff position with the Head of People for Disco Technology on Wednesday. Any advice on what types of questions to prep for, skills I should highlight or general insight? Yes I can look up basic questions online but I’m looking for advice from someone who has been in this type of role or hire someone into this type of role. Thanks in advance!

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Looking for some advice…I’m interested for some input from others about whether my background lends itself to a Chief of Staff position and any pointers for making the transition. (Résumé posted for reference - note that I adapt it per position.) Thank you.

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