Better Way To Build with Shay Cochrane
Jul 20, 2026 · 45 min · 12 segments
You can be wildly successful and completely off track at the same time — and most people don't find out until the cost is already too high. In this episode, Shay shares the mid-year assessment she…
I know that you and I don't wanna look back 10 years from now on this season with regrets about how we spent our money or that we didn't spend more quality time with the kids or invest in more friendships or take better care of our health before it really started to tank.
We don't want to look back on this season of life of entrepreneurship with regret.
And if I could point to only one practice in my life that has kept our dual entrepreneur family to, you know, both of us have our own different businesses.
If I could point to only one practice in our lives that has kept our dual entrepreneur family on track and produced more intentionality and fruit than almost anything else, that not just in business, but also in marriage, in family, in health, in finances, in friendships, in a lifestyle of peace, it would be what I'm gonna share with you today.
Graham and I have been doing this specific practice for at least 15 years, once or twice a year.
And I genuinely believe that if we stopped doing this, our lives would look radically different than the way they look today and not in a good way.
It is a simple whole life assessment that we regularly put ourselves through and Now, Graham and I started doing this when our kids were just little babies.
It was first introduced to me by a good friend, Laura Casey, who created the PowerSheets Planner, went on to build Cultivate What Matters, and the premise was pretty simple.
It was just that we need to take a regular, honest look at the key areas of our lives Right.
Be truthful, honest with ourselves about what's working and what isn't working and make changes accordingly.
Again, in a dual entrepreneur household with two very ambitious people, with kids, we're in a seasons of life with two girls who are both in high school, right? We have our activities, we have their activities, we have church involvement, we have friendships, we have community, we have lots of resources and schedules that we're managing.
I know that you and I don't wanna look back 10 years from now on this season with regrets about how we spent our money or that we didn't spend more quality time with the kids or invest in more friendships or take better care of our health before it really started to tank.
We don't want to look back on this season of life of entrepreneurship with regret.
And if I could point to only one practice in my life that has kept our dual entrepreneur family to, you know, both of us have our own different businesses.
If I could point to only one practice in our lives that has kept our dual entrepreneur family on track and produced more intentionality and fruit than almost anything else, that not just in business, but also in marriage, in family, in health, in finances, in friendships, in a lifestyle of peace, it would be what I'm gonna share with you today.
Graham and I have been doing this specific practice for at least 15 years, once or twice a year.
And I genuinely believe that if we stopped doing this, our lives would look radically different than the way they look today and not in a good way.
It is a simple whole life assessment that we regularly put ourselves through and Now, Graham and I started doing this when our kids were just little babies.
It was first introduced to me by a good friend, Laura Casey, who created the PowerSheets Planner, went on to build Cultivate What Matters, and the premise was pretty simple.
It was just that we need to take a regular, honest look at the key areas of our lives Right.
Be truthful, honest with ourselves about what's working and what isn't working and make changes accordingly.
Again, in a dual entrepreneur household with two very ambitious people, with kids, we're in a seasons of life with two girls who are both in high school, right? We have our activities, we have their activities, we have church involvement, we have friendships, we have community, we have lots of resources and schedules that we're managing.
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