Reboot Podcast Episode #133 – The Shoulds of the Past & the Anxieties of the Future (re-release) – with Shizu Okusa

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEO’s, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.


Shizu Okusa

Shizu Okusa

Founder & CEO of Wellthy & Co

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Episode Description

Along the entrepreneurial journey there comes a time and place for all leaders where we lift our heads from the fog of busyness to find ourselves on an unknown path. Knowing where we are isn’t exactly where we intended to be, we look to the past for clues to how we’ve landed in this spot. For many, this is the integral moment in which we come to realize that our internal and external selves have fallen out of alignment.

Our guest on this episode of the Reboot Podcast is Shizu Okusa, Founder & CEO of Wellthy & Co. Feeling stagnant and unsure, Shizu looks to Jerry for support and clarity in discerning the best future for her company and herself. Like most leaders in a position of power, Shizu feels the pull of responsibility to her investors and employees to, “Do the right thing.”

As the conversation develops, Jerry aids Shizu in unpacking how intergenerational familial trauma can manifest as a set of subroutines that directly influence how she shows up in leadership and life. Shizu begins to acknowledge the ways in which the shoulds of the past and the anxieties of the future limit herself from fully stepping into the now. Jerry reminds Shizu that radical self-inquiry is the catalyst for unraveling the unconscious threads that dictate our lives, the key to alignment, and the driving force for strengthening purpose and meaning.

Shizu Okusa on LinkedIn Jerry on The Tim Ferriss Show

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Show Highlights

Top Quotes:

“I think as an entrepreneur, you know you create, you build, and you end.” – Shizu Okusa

“I think my word is everything and how I act should reflect that.” – Shizu Okusa

“I just wanna know that I’m doing the right thing for the team, with our investors. Am I being true to myself? It’s lonely at the top.” – Shizu Okusa

“It’s easier to speed up in a slow environment than it is to slow down in a fast environment.” – Shizu Okusa

“I think with fundraising, and thinking about exit, thinking about the team, all the money stuff, you’re always living in anxiety because you’re always thinking of the future and projection.” – Shizu Okusa

“There’s plenty of evidence that shows that trauma such as genocide within a community changes the chromosomal structure.” – Jerry Colonna

“I think this idea of leaning on people, and this impacts me personally. It’s petrifying.” – Shizu Okusa

“How do we act more from a place of love and abundance?” – Shizu Okusa

“What’s holding you back from pressing the go button is the fear that if you choose unwisely it’s all gonna disappear.” – Jerry Colonna

“Recognize that while we may not all be trying to please our parents, or swage their ghost, we are all subjected to unconscious belief systems that shape us.” – Jerry Colonna

“Part of our work and growing up, part of our work in becoming fully actualized human beings and leaders, is to use that leadership experience to look back and say, “Wow, look what I have to learn.” – Jerry Colonna