The paradox of success - Deepstash
The Psychology Of The Ultimate Entrepreneur

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The Psychology Of The Ultimate Entrepreneur

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The paradox of success

There comes a time in every person's life when the methods and thinking that brought you success in the past won't continue to bring you success in the future. 

Your past successful strategies can bring you down. The key is to notice the signals and adapt before it's too late. 


10.1K reads


Why we need to unlearn

Peter Senge's, The Fifth Discipline, points out the Laws of System Thinking:

  • Today's problems come from yesterday's "solutions".
  • The harder you push, the harder the system pushes back.
  • Behaviour grows better before it grows worse.
  • The easy way out usually leads ...


6.7K reads

Unlearning with customers

  • Companies have two customers: the people you sell to and your employees.
  • Direct, raw, unfiltered feedback from customers is much better than reports from within the company.
  • When customers reach out, and they know they're heard and that their feedback will improve the product...


2.97K reads

Unlearning with people and organisations

  • Organisations and the people in them must continuously be stimulated to succeed in the long run.
  • An organisation is transformed with a continuous individual transformation of both leaders and workers. 
  • As a leader, you are responsible for enabling organisational learning by r...


2.94K reads

Conditions for relearning

  • Create options for small steps: List as many options as possible. Pick one that will most likely move you forward. Then celebrate, regardless of the result.
  • Find the right behaviour that aligns with your level of motivation and ability.


3.82K reads

How to unlearn

How to unlearn

Each time we need to adapt and innovate, we go through distinct steps.

  1. Unlearn: Unlearning starts with acknowledging that what you're doing now isn't working. You need to let go of past viewpoints or behaviours, then take action.
  2. ...


5.05K reads

Necessary conditions for breakthrough

  • Reflect
  • Feed forward learnings to the next experiment.
  • Align impact and increase psychological safety.
  • Increase your speed of unlearning.


4.03K reads

Conditions for unlearning

  • Identify a challenge your want to address. The best place to start is where you are now.
  • Define success as if you would view it from hindsight. What behaviours would you, your team, or customers be exhibiting to confirm that you have succeeded?


4.22K reads

Unlearning management

  • Leadership should provide context for what is to be achieved, why it matters, and then create a system of work that enables people to identify with those outcomes.
  • Leadership should provide clarity.
  • Control is reached by designing feedback loops, not by telling people what to...


3.2K reads

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The Delusion of Lasting Success

Almost all high-performing companies regress over time. The promise of a blueprint for lasting success is attractive but not realistic.

Success is transitory, and many companies that have outperformed in the past, won't do so in the future. A company canno...

Define Success

The first thing to do before thinking too far ahead in the future is to define what success really means to you. 

Better yet, ask yourself if success is really the end game. If not, what is the end game for you? Happiness, wealth, world peace, self-love? The list goes on.

Fear of success

Fear of success

It's a very real but often misunderstood struggle. The key thing to realize is that, in most cases, the fear is about the consequences of success, not the success itself. 

This fear likely has very strong and very old origins in a person’s past.


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