What’s the Top Problem Faced by CEOs Right Now?
The question may not be directed at everyone, but the answer sure is

Last week, one of the startups I’m an advisor for asked me this question – out of the blue, and only the question itself, no context:
“If you were to guess the top 5 problems faced by CEOs of $1m-$50m tech companies, what would they be?”
Backstory…
I know. The question sounds totally made up. Like me sitting at my laptop thinking, “Shit. I need something for the private newsletter this week. What’s something someone might ask me that sounds vaguely specific… something like a LinkedIn thought leader post prompt… something I could ramble on about for exactly an efficient 1,000 words? Hmm… I know!”
I can assure you that’s not the case. I actually lifted the question verbatim directly from Slack. And It wasn’t part of some weekly fireside-chat-style session, even though it sounds like that too. That’s not how I work. There’s a reason that question came up. And a good one.
Because you might not care about CEO problems, but everyone needs to know why the question was asked and why the answer matters.
Oh, also, you are NOT getting an efficient 1,000 words. Sorry in advance.
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