Skill Development

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    Really good questions

    I found an old note recently with a set of really good questions I’d like to share with you. I think most of these came from Seth Godin. He has one of the best podcasts ever made.


    What would you do if you knew you were going to succeed?

    What would you do if you knew whatever you were going to do you would fail? What is the process you would choose to take, if you knew you were going to fail?

    Whatever is causing you stress at the moment, be it a business or a relationship… anything, what might this look like if it were easy? If it had to be easy,  what might it look like?

    How far can you ratchet down the scale until you have no more excuses to do something? For example exercise may seem overwhelming, how far down until it becomes easy and you no longer have an excuse not to do it?

    Where can I selectively de-optimize activities to promote wellness and optimize myself overall?

    Essence of design theory: “Who’s it for?” and “What’s it for?”.

    What would matter when you’re 90?

    What would you tell your best friend to do in this situation?

    What are you getting out of the cycle of [something]? What does it do to add to your life?

    What if you stopped looking for new ideas and simply focused on the best idea you have right now?


    Sometimes the best advice comes in the form of questions, as they cause us to pause and think about our next steps rather than just telling us where to walk.

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    Change the thinking to change the outcome

    When we do anything, when we think anything, we do so through a lens crafted from a mosaic of our values and beliefs. These values and beliefs influence our thinking and how we perceive the world so much that to us, they have more meaning than the truth. If the truth is at odds with our values, chances are we will double down on what we believe to be true rather than what is objectively true.

    This can really get in the way when we start trying to deal with our problems and challenges in life. No matter what we try, we can never break the cycles.

    We cannot solve our problems with the same thinking we used when we created them.

    – Albert Einstein

    Although this quote is generally attributed to innovation and technology, it can challenge a thinker to look at any problem from a different perspective. If pushing doesn’t work, try pulling.

    Einstein’s quote highlights a key truth: the thinking that created a problem won’t be the thinking that solves it. It calls for a shift in mindset. Real solutions require us to challenge old patterns and embrace change.

    To do so will feel very strange at first. In fact it will feel down right wrong. We will need to completely go against what we’ve “always” felt to be true and what we’ve connected to our very identities.

    Change starts with action, and it happens incrementally. It happens so slowly we barely notice. Taking action and d”oing something” will eventually help you get more comfortable with the new way of thinking. The more you engage with the new approach and stay aware of it, the more it begins to shift your old thought patterns. Over time, this new perspective becomes part of how you think. Either you’ll start seeing different results, or your expectations will shift enough that the issue no longer feels like a problem.

    The mindset that built it won’t fix it.

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    Obstacles don’t block the path, they are the path

    Life is filled with annoying things, annoying people, and annoying responsibilities. There’s too much to do, not enough time to do it, and at every step; an obstacle. Our default is frustration. We get mad at these obstacles. We blame them for keeping us from our goals. “Why do I get all the obstacles when that other guy gets it so easy?”

    “Obstacles don’t block the path, they are the path.
    – Zen Proverb

    Maybe we should recognize that these obstacles are unavoidable features of life. Through them we change and grow. Maybe we can see them for what they truly are; opportunities.

    The times we learn are the times when we struggle. If we choose to view obstacles as puzzles, challenges or simply as more experiences that we pass along our way, we might just relieve the pain we think they cause.

    “The impediment to action advances action. What stands in the way becomes the way.”
    – Marcus Aurelius

    Obstacles aren’t bugs, they’re features.

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    Burn the ships

    The story goes that in 1519, Hernán Cortés arrived on the coast of what is now Mexico with a small force of Spanish soldiers. They were about to face down the powerful Aztec Empire, vastly outnumbered and in completely unfamiliar territory.

    To prevent retreat, Cortés ordered his men to destroy their ships. The idea was simple; there was no turning back. The only path was forward; either conquer or die. “Burn the ships” means to eliminate any option of turning back, forcing full commitment to a course of action or choice.

    When faced with a big decision in life (career, relationships, investing) it’s natural to want a safety net. Having a backup plan feels like the smart move. The presence of a backup plan could be the very thing keeping us from being fully committed to a choice. We waffle, we procrastinate, we stall.

    Backup plans offer comfort, not clarity. They make the unknown feel manageable. That comfort often leads to delay, distraction, and diluted effort. When a Plan B exists, Plan A becomes optional. It’s easy to convince ourselves we’re making progress when really, we’re just going in circles.

    “Burning the ships” eliminates the easy way out. It forces action and focus. You can only go forward, so get going. It’s not about being reckless; it’s about commitment.

    If there’s something important you’ve been putting off, ask yourself: what would change if there were no way back? Maybe it’s time to burn the ships.