Art of Waking Up

Art of Waking Up

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A men’s community built around resilience, accountability, and brotherhood.

Men’s circles, coaching, and immersive experiences helping men build resilience, balance, and mature masculinity through accountability, brotherhood, and real-life leadership practice. Through circles, coaching, and immersive experiences, Jason Gentile helps men grow into mature masculinity — steady, responsible leadership in everyday life.

04/25/2026

Men’s circles? What? Why?

04/14/2026

See you on the mountain.

06/21/2020

🌕🌑

Light Workers 05/26/2020

For my fellow light workers of the world ✨🌎🙏

“Light workers can express and embody their gifts in a range of ways. It’s not a one size fits all calling. Some light workers might feel like spiritual midwives of sorts helping to bring humans from a caterpillar like state, through a cocoon state and finally into some kind of new butterfly state.

Their work may not manifest as a full time gig per se but show up more on an as needed basis. They might make themselves available but without a need to aggressively seek to be a change agent”.

Light Workers Are you in the process of waking up to your authentic nature and/or helping others do the same? Are you getting the sleepy, dreamy glaze out of your eyes and doing your part to bring some harmony and clarity to the chaos and fear in yourself and the people around you? You might be a light worker. If...

How are Your Pivot Skills? 05/17/2020

“Our ability to pivot is our ability to adapt and to stay flexible enough to make different choices outside our original plan as needed in the moment based on whatever life throws at us.

Pivoting well is a synergistic blend of instinct and critical thinking. We have the chance to practice pivoting daily. Pivoting is a strategic shift based on what is in front of us vs the speculative projections we used as assumptions in our planning. Pivoting drops us into the now and asks us to act clearly and decisively”.

How are Your Pivot Skills? About a week ago my wife and I delivered our second daughter on our own in our bathtub under the full moon. This was not the plan at all. It's a good idea to have a plan. It’s a great idea to have a vision for how you want a phase in your life to go in order to avoid being like a leaf in the wind ...

The Comparison Game 05/04/2020

“The comparison game happens any time you look at someone else and feel less than or greater than. We can allow this to bring us down if we’re not mindful, or we can leverage it. Which are you doing?”

The Comparison Game What's at the top of your gratitude list? How about the top 3? Quick exercise: Take 60 seconds to make a list of everything you are grateful for in this moment. Try not to think too much, just write. Keep your list for the end. As you scroll through your social media feeds you will no doubt see some...

05/01/2020

When you realize everything is alright💥

Elephant in the Room 04/27/2020

“The Elephant in the room idiom basically means that there is an obvious problem or difficult situation that people do not want to talk about. In the many extreme cases, some trauma is involved. These elephants can take up a lot of mental space with wide reaching impacts on our lives but are often left raw, repressed or unprocessed. Facing these elephants and owning the experiences can be gateways to our transformation and empowerment if we can muster up the courage to do it”.

💗🐘

Elephant in the Room Ever reflected back on your unique life story and noticed clear moments or even brief periods of experience that have shifted your life's course in a major way? These can often feel like an initiation of sorts. For some, these pivotal moments may be when we were in the limelight like the successful....

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