Most ambitious professionals don’t fail because they lack goals. They fail because they’re fixing the wrong problems.

Our guest is Keith Butler, President and CRO of Observe, Inc., the cloud observability company recently acquired by Snowflake in a deal reportedly valued at approximately $1 billion.

After years inside high-growth startups, Keith says the hardest part of leadership isn’t setting direction. It’s knowing, accurately, where you actually stand.

Because if your starting point is wrong, everything you “improve” from there may just be reinforcing the wrong thing.

In this conversation, we explore why high performers misread their current reality, how that quietly stalls careers, and the uncomfortable discipline required to see yourself clearly.

If your internal map is wrong, your strategy will be wrong.

If you’re serious about making it to the top of your game, this episode will challenge the way you think about feedback, growth, and the problems you’re choosing to solve.

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