The Chief of Staff who has already been a CEO.
The Chief of Staff role is a strange job. You are the CEO's second brain, notepad, and travel calendar. You have all of the responsibility and, formally, almost none of the authority. The good ones translate the founder's shorthand into things the executive team can act on. The very good ones have run their own thing first, which is why Vadim Vladimirskiy hired Melanie Okuneye-Williams.
Nerdio is a Chicago company that automates Microsoft Azure Virtual Desktop, which is a phrase that means very little to normal humans and quite a lot to the IT departments of hospitals, banks, and school districts. In March 2025 it announced a $500 million Series C from General Atlantic and disclosed that it had crossed $100 million in annual recurring revenue in about five years. Somewhere between those two milestones Nerdio decided the CEO needed a Chief of Staff, and Okuneye-Williams took the seat.
She is, by resume, an unlikely fit. Nerdio is a hybrid-cloud infrastructure company powered by C#, PowerShell, and a very long list of Azure product names. Okuneye-Williams is a Nigerian-British former performer with a Philosophy, Politics, and Economics degree who spent nearly five years at Goldman Sachs, did an MBA at Stanford, founded a teletherapy company for Africans and grew it to a profitable exit. Her career reads like a menu; his job description reads like a spec sheet. That is exactly why the match works.
Nerdio at $100 million ARR has the usual scaling problem, which is that everything the founders knew how to do three years ago no longer scales. The Chief of Staff role is the glue in that moment. Okuneye-Williams has been on the other side of that glue - she has been the founder, the one whose head has to hold everything at once - and she has been the operator, at Bain, coaching entertainment clients. She has been the investor, as a general partner at Baron Davis Ventures. She has sat inside a talent agency at William Morris Endeavor and inside a family office run by a former NBA point guard. There are not many people who have done all of those things, which is a nice way of saying: her pattern-matching is unusual.