DALLE Prompt: photograph of a rugged explorer from behind on a jungle expedition from a far distance away, cinematic composition, highly detailed, breathtaking

Discover: How to Learn From Users During a Pivot Exploration Period

Part 4 of the Reinvention Series

Jason Shen
6 min readOct 19, 2022

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So you’ve lost conviction in your startup’s original premise, and in order to confront the doubt you’re now facing, you’ve aligned your stakeholders on a Double Loop Pivot to see if there’s a new idea you can go all-in on.

How can you make the most of this window of learning and discovery? You need to approach it like an explorer.

The Explorer Mindset

To enter a pivot exploration period you need to shift your mindset to that of an explorer. You’ve left the beaten path and you’re making your way through the jungle, in search of treasure.

To succeed as an explorer, you must be curious, observant, and optimistic. You have to listen between the lines and you have to believe that there are many, many good ideas still left untapped.

Uncover dissatisfaction

There are many advantages to a customer-centric approach, but here’s the big one: customers are always beautifully, wonderfully dissatisfied, even when they report being happy and business is great. Even when they don’t yet know it, customers want something better, and your desire to delight customers will drive you to invent on their behalf. — Jeff…

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Jason Shen
The Pragmatic Pivot

Rediscover your spark and come back stronger | Executive coach • PM for public groups on FB • the resilience guy • 3x startup founder • Stanford gymnast 🏆