family + business operations for parent entrepreneurs


We're Kevin + Courtney Gilroy: married best friends turned parent entrepreneurs. is the resource hub + like-minded community we were missing in our first days of new parenthood + business ownership.

Becoming a profitable stay-at-home family changed our life. Now, we help other current + soon-to-be parents have a healthy start to parenthood + entrepreneurship.

Learn more about our systems for running the business of family alongside the family business here or ask us questions here.




025. How Are You, Really? with Jenna Kutcher


Listen to this interview with multimillionaire mom + marketing mogul, Jenna Kutcher, to get her take on family operating systems, mom guilt + living in alignment as a parent entrepreneur.

Created by potrace 1.15, written by Peter Selinger 2001-2017
Reading Time: 2 minutes

She had every reason to live an average life. And maybe you do, too.

Our friend + top international influencer, Jenna Kutcher, knows the importance of not settling for less than feeling incredible – and she’s rounded up some of her personal never-before-shared stories from her life into her new book, “How Are You, Really?” – which just came out this week!

Today, Jenna’s on The OrganicFamilyCEO Podcast with Courtney to give you the proverbial “shake by the shoulders” wake-up call you need to stop convincing yourself that you deserve feeling anything less than your best.

If you’re a parent needing a deep breath + a gentle, confident shake at the shoulders with the reminder that you’re doing a great job… then THIS is the book for you.

And if you’ve ever wanted to know…

1️⃣ How Jenna shifted her CEO life to integrate parenthood

2️⃣ How Jenna navigates working parent guilt + yearning for growth as a mother

3️⃣ What’s inside Jenna’s tactical family operating system

4️⃣ Jenna’s definition of living organically

5️⃣ What Jenna’s excited about at OrganicFamilyCEO (we’re blushing!)

…then this is the perfect next listen for you!

Want to win a copy of Jenna’s book + our Organic Family Operating System?

Share a screenshot of you listening to this podcast on Instagram tagging @jennakutcher + @organicfamilyceo to enter!

Want more of the podcast?

Jenna has built an online empire from the comfort of her home: wearing yoga pants with her dog at her feet + Baby Shark playing in the background. You can do this, too.

Get started dreaming up your online-based business with this recent episode: How to Find an Online Program Topic People Will Pay You For.

Want to continue the conversation?

We’d love to know: are you going to read Jenna’s book?

Share in a review on Apple Podcast + be automatically entered to win some coaching time + treats from us. We’d love to support you in your growth!

Interested in learning more from us?

We help parent entrepreneurs grow their families + their businesses in the healthiest ways possible for both. View our expanding online education — Passive Income Parenthood™ — + 1:1 consulting services.