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The Pragmatic Pivot

Arming founders with strategies, playbooks, and case studies on making the leap and pivoting their startup successfully.

Midjourney prompt “the double loop pivot” + DALL-E inpainting “Two blocks of color smoothly intersecting with one another”

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Align: Why The Double Loop Pivot Is the Best Way To Explore Changing Your Business

Part 3 of the Reinvention Series

9 min readOct 11, 2022

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If you’re a founder who has lost conviction in the original premise of your startup and you’re considering a pivot, this post is for you.

Pivoting is a very difficult thing because it involves admitting that your prior conviction was mistaken for some reason or another. While that’s totally normal and expected in a startup, it still needs to be handled with care.

If you just sort of wing it, some of the people who believed in you — your cofounders, investors, team members, customers — may feel they can’t count on you any more and stop trusting you, which could quickly erode whatever assets you still have (brand, team, funding, etc).

What you need is a structured way to move from losing conviction in one idea to gaining conviction in another.

What you need is the Double Loop Pivot.

The Double Loop Pivot is a format for executing a pivot that aligns all those stakeholders and will massively increase the chance your company succeeds compared to winging it.

I developed the Double Loop Pivot after attempting two pivots of my own, the first one being a total failure, and the second…

The Pragmatic Pivot
The Pragmatic Pivot

Published in The Pragmatic Pivot

Arming founders with strategies, playbooks, and case studies on making the leap and pivoting their startup successfully.

Jason Shen
Jason Shen

Written by Jason Shen

Executive coach and author of The Path to Pivot & weirdly brilliant. 3x startup founder, NCAA gymnast, and Brooklyn resident.

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