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You didn't see it coming. Or maybe you did — and it happened anyway. Either way, you're out. And the question sitting in front of you isn't just "what's next" — it's whether next looks anything like what came before. That's exactly where we come in. Clever Octopus is a navigation practice for executive women who've been displaced from corporate roles and are in the messy, clarifying, occasionally terrifying space of figuring out what they actually want. Not what looks good on paper. Not what makes sense to everyone else. What's actually right for them. We're Casey and Heather — and between us, we've sat across the table from enough women in transition to know that what most of them need isn't a resume refresh or a five-step framework. It's a real conversation with people who can help them think more clearly, move more deliberately, and stop mistaking motion for direction. The name? Octopuses are endlessly adaptable, quietly brilliant, and — research confirms — known to throw things when the situation calls for it. We liked that energy. We offer a few ways in — from a free 15-minute audit to deeper one-on-one work. No pressure, no pitch. Just a starting point. If any part of this is landing, come find us at cleveroctopus.co.

Website http://cleveroctopus.co
Employees 2 (2 on RocketReach)
Founded 2026
Industry Professional Training and Coaching

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Casey Gibson is the Co-Founder of Clever Octopus.

2 people are employed at Clever Octopus.

Clever Octopus is based in St. Augustine, Florida.

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