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Most people think they fail because they lack discipline. That is false. They fail because their environment is perfectly designed to pull them off course. In this episode, Jim breaks down why willpower always loses, how default settings quietly dictate outcomes, and why 2026 must be engineered, not hoped for. If you want success to feel automatic instead of exhausting, this episode gives you the blueprint.
What You'll Learn:
Why your environment will either be a headwind or tailwind
The three environments that quietly shape you
How visibility and proximity drive behavior
Why simplicity creates momentum
The friction formula that makes right decisions automatic
Action Steps:
Audit Your Environments Identify one physical, digital, or social environment that is working against the 2026 version of you.
Remove One Frictionless Path Delete, hide, or add effort to one behavior that is sabotaging your momentum, notifications, junk food, or mindless scrolling.
Install One Automatic Support Preload success. Lay out workout clothes, preload meals, automate investments, or place your journal and water within arm's length.
š„ Jim Oliver's Share Wisdom "Your environment is going to determine whether 2026 works or not. Design it once, and success stops being a fight."
Referenced Thinkers
Dan Sullivan on environment being either a drag or a tailwind
Tony Robbins on proximity and state
BJ Fogg on behavior design
Earl Nightingale on becoming what you think about
If you are serious about making 2026 your best year, stop relying on motivation and start engineering your life. Install the systems, upgrade the people, and let the environment do the heavy lifting.
By CreateTailwind5
4949 ratings
Most people think they fail because they lack discipline. That is false. They fail because their environment is perfectly designed to pull them off course. In this episode, Jim breaks down why willpower always loses, how default settings quietly dictate outcomes, and why 2026 must be engineered, not hoped for. If you want success to feel automatic instead of exhausting, this episode gives you the blueprint.
What You'll Learn:
Why your environment will either be a headwind or tailwind
The three environments that quietly shape you
How visibility and proximity drive behavior
Why simplicity creates momentum
The friction formula that makes right decisions automatic
Action Steps:
Audit Your Environments Identify one physical, digital, or social environment that is working against the 2026 version of you.
Remove One Frictionless Path Delete, hide, or add effort to one behavior that is sabotaging your momentum, notifications, junk food, or mindless scrolling.
Install One Automatic Support Preload success. Lay out workout clothes, preload meals, automate investments, or place your journal and water within arm's length.
š„ Jim Oliver's Share Wisdom "Your environment is going to determine whether 2026 works or not. Design it once, and success stops being a fight."
Referenced Thinkers
Dan Sullivan on environment being either a drag or a tailwind
Tony Robbins on proximity and state
BJ Fogg on behavior design
Earl Nightingale on becoming what you think about
If you are serious about making 2026 your best year, stop relying on motivation and start engineering your life. Install the systems, upgrade the people, and let the environment do the heavy lifting.

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