Is it OK to ask a CCO for a conversation about their career and/or advice in general? I know they're insanely busy, but I would love to learn. Bonus: offer to buy coffee nearby or keep it at work?

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Coffee. It will be rescheduled five times but then he/she will remember your name. Take the opportunity to make friends with the admin. When it happens (probably in-office) be prepared with really smart and ambitious questions.

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I’d ask in person. It can’t hurt. I’ve found higher ups kind of like being asked for advice. The worst that can happen is you get blown off.

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Totally okay and they’ll appreciate it

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Ask what they did to set themselves apart from peers to eventually land that role. Or what they would do if they weren’t in advertising that could be equally helpful

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Another follow-up: compose an email or ask in person?

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Most definitely okay to ask, especially as a junior. Completely agree with every comment above, too. You can always ask in person because the reply will be something like, “shoot me an email to remind me/shoot my assistant a note to put it on my calendar...” any version of that. Don’t get discouraged by reschedules. CCOs are busy AF! When you get that coffee date, listen, listen, listen. Good luck!

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Yup, do it. It will most definitely not hurt you. They’re just people and will like that you are ambitious. :)

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Thanks, everyone! Hopefully it'll be an insightful conversation. Anything in particular you think it would be prudent to ask?

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