How would you rank these opps?
1. COO at a small company ($100 M in revenue)
2. Director of Strategy or equivalent (at least 2 levels down, maybe more, from C-suite) at mid-size company ($1 B in revenue)
3. Manager-level position at FAANG
Assume same compensation for all 3.
Ultimate goal is to be CXO at F500.

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4 looks great.

likefunny

What experiences do you have right now, and what gap does one of these options fill?

Definitely 1 OP. In a similar situation. Just got hired as manager role not in faang, about to quit after 30 and go become a coo for a small company. The opportunities will be endless and other ventures will come up where you can partner with the owners. Eventually you can pivot and run your own business. There are other avenues for becoming successful and if you feel that’s the case take it. Corporate America will always be here

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You’ll ridiculous if you think you should take a C-2 position at $1B company or manager title over a c-suite at $100M.

likefunny

If the $100M company gets bought he’ll make $5-10M based on similiar aquisirions I’ve been part of...

likehelpful

Better question is where you working now to get these offers?

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Believe engagement manager is only a title at McK.

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1, 2, then 3

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COO @ $100MM --> get acquired --> $$$

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2 or 3. Not 1

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1. If the small company is something I truly believe in, feel passionate about, and will feel invested + shows growth trajectory
2. or 3. Probably depends on fit with culture

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This 👆🏼. I will go with the small company if they have a solid team and solid founder/ owner. Get in the basement. The destination matters, but I am already looking at the next destination by the time I get to my first one. So the journey has to be fun then because that’s all there is to it. IMHO of course.

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1. I’m at a Series C startup doing ~$100m in revenue, our COO will make $5m+ after the next round.

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Is this a tech startup? The valuation multiple would likely be high. The OP is saying it’s a family business, which I assume it’s a traditional one with much lower multiple.

1 or 2, def not three.

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Lmao these responses are hilarious. If you go with the small company, make sure their balance sheet checks out

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$1B is really small if your goal is F500. Director level there is like a 1st year manager in consulting, if that.

CXO at a 100M private company has less impact than many F500 VP's.

If you want to do small companies like that you should get the FAANG cred first then jump (if you want to be in tech).

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Ah you must be talking about banking, and back office functions. VP is not more junior to director in other industries (mgr > dir > vp)

2,3,1

If you care more about c suite / want to be CEO, 1, if you care more about big company csuite, 2 (but you’ll need to get business PL exp)

1

So the small company is NOT a startup, it’s a family business (not my family, I’d be an outsider) that’s not looking to be bought out. Best case scenario, it will grow to $500M in next 5-10 yrs. I think for me path would be spend 5 yrs there, then try to jump to lead a small BU of a bigger company.
I have a lot of different experiences but I need either real operator experience if go the operations route or P&L ownership. So I think maybe #2 could help me if I do Director or Chief of Staff at a medium company, then head of a division?

How do I get P&L experience? The most suitable path for me into a F500 right now would probably be to join an internal strat team, then maybe lead the team, and then can I move from that to P&L ownership? I also have the experience to theoretically take a risk role but that seems even more back-office.

1

2>1>3. Enough stability and enough risk to grow.

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