Simpson, 42, recently appeared in an Instagram Live with American Express Business on an episode of "Business Class: Office Hours" where she revealed that 10-year-old daughter Maxwell Drew's first concert was not with her singer mom.
"I was sad when Maxwell got to go to her first concert ... Olivia Rodrigo she went to," the I Wanna Love You Forever singer revealed. "Selena Gomez was her babysitter."
"So she went with Selena. She met a really good friend of Selena's little sister, so Max got to go to her first concert," she shared.
The actress said that Maxwell has seen her mom perform with Willie Nelson before, but never a complete concert experience. "I always thought it was going to be me as her first concert," she admitted.
"But she's 10 years old, she's got to see a live show. So thank you Olivia Rodrigo for that show. And thank you Selena for being a great babysitter," she added.
Eric Johnson/Instagram Jessica Simpson and daughter Maxwell
Elsewhere in the conversation, Simpson talked about balancing her life as a mom of three. In addition to Maxwell, she and husband Eric Johnson, 42, share daughter Birdie Mae, 3, and son Ace Knute, 9.
"You know, I really involve them. Maxwell loves animals, and I'm like let's do like a pet line ... She's great at drawing, and she picks color pallets, she draws," she shared. "But she designs so great and it's so cute."
"And she is unreal on TikTok, like that girl can edit better than most, it's shocking. So I always go to Maxwell for advice and I feel like she's way more on trend than I am."
Simpson and Johnson met back in 2010 and tied the knot in July 2014.