ep 5: Taking The Leap From Founder-Led To Team Driven

“Go through your day today, write down everything that's taking up time on your calendar and everything that's on your to-do list that you didn't get to.”

That’s the invitation Ashley Chang, Founder of Sundays, leaves with founders in this episode of Breaking the Bottleneck — and it hits especially hard coming from someone who was the bottleneck in her own business while pregnant and running a fast-growing company.

In this conversation, Ashley unpacks what it really took to move from doing everything herself (sales, hiring, marketing, HR) to building a team-driven company that supports working parents at home and at work.

You’ll hear:

  • How a time and energy audit helped her get out of the weeds and into the C-suite

  • The moment she realized that delegation isn’t about speed but joy

  • How quality control and delegation can co-exist, hint, hint it’s all about systems and feedback loops

  • Why empathy is a nonnegotiable at Sundays

  • How Sundays protects team members from misaligned, potentially toxic clients

  • The lie she had to unlearn to really appreciate her successes

Side note: For founders who are raising their brands to grow beyond them, Ashley’s story is a powerful reminder that clarity + systems + trust are as mission-critical as any marketing funnel.

👉 🎙️ Watch or listen to “Taking The Leap From Founder-Led To Team Driven” on Breaking the Bottleneck.

Connect With Ashley

Ashley Chang

Website: https://withsundays.com/

LinkedIn: https://www.linkedin.com/company/with-sundays/posts/?feedView=all

Instagram: https://www.instagram.com/with_sundays/

Connect with Charlie and Laurel

Charlie Birch

Laurel Carpenter

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Episode 4: Going All In On Purpose At Scale