The Veritas Daily
That Was Stupid
The one where the female entrepreneur says goodbye to the beautiful thing she created (Episode 19)
0:00
Current time: 0:00 / Total time: -57:01
-57:01

The one where the female entrepreneur says goodbye to the beautiful thing she created (Episode 19)

Lara Casey Isaacson is a serial entrepreneur, starting Southern Weddings and Cultivate What Matters. So why did she give it all up?

Note: The audio version of the “That Was Stupid” podcast is ALWAYS available for free right here or wherever you get your podcasts. Click here to find it on your favorite platform.


Lara Casey Isaacson is a serial entrepreneur. She’s the mind behind the wildly successful companies Southern Weddings and Cultivate What Matters.

That success meant everything was great and she’d never leave, right? Wrong.

So how did she go from being the founder and CEO of two successful companies to giving it all up to be a stay-at-home homeschool mom? Well, that’s episode 19 of “That Was Stupid.”

In this episode, Lara shares her journey of building her businesses, the challenges she faced, and the importance of faith and obedience in her life. She discusses the viral moment that propelled her into the spotlight, the lessons learned from navigating entrepreneurship without a formal background, and the balance between being a mom and a business owner. She also reflects on the grief of letting go of Southern Weddings and Cultivate What Matters and announces a brand new role as CEO (chief education officer) of Faith Driven Students.

Episode highlights:

  • Knowing When to Move On

  • The Transformative Power of Storytelling

  • Her Viral Moment and Its Impact

  • Balancing Motherhood and Entrepreneurship

  • Taking Time Away and Hiring Help

  • Letting Go and Embracing Obedience

  • The Power of Pruning

  • Grief as a Catalyst for Growth

  • Finding Freedom in Obedience

  • New Role: Empowering Young Faith-Driven Entrepreneurs

  • And more!

If you’d like to watch the video version of the podcast, it’s available to paid supporters here or by clicking the image at the bottom. Let me know what you think! And if you have any guest suggestions, throw them in the comments.

Never miss an episode of “That Was Stupid” by having it sent directly to your inbox!

Lara’s bio:

Lara Casey Isaacson is an accomplished entrepreneur, author, and speaker who serves as the current CEO (chief education officer) of Faith Driven Students.

As founder of Cultivate What Matters, Lara created the popular PowerSheets® Intentional Goal Planner, the Write the Word® Bible journals, and led the Making Things Happen Conference for over ten years and 55+ conferences.

She is the author of three bestselling books: Make it HappenCultivate, and Gracie's Garden. Lara also founded Southern Weddings magazine and enjoyed a partnership with Southern Living and TIME, Inc. She loves digging into functional medicine and fitness with her husband, Ari, and getting her hands dirty in the garden with her children in Chapel Hill, NC.

Video version

Click on the image/button below to watch the video version that’s available exclusively to paying supporters.

Discussion about this podcast

The Veritas Daily
That Was Stupid
Candid conversations on taking chances and proving everyone wrong! A fun, informative, and creative show interviewing leaders, celebrities, influencers, newsmakers, and even regular people about monumental, life-changing decisions that caused everyone at the time to say, "That was stupid."