This week, my guest is Gillian Perkins—a YouTuber with over 450 thousand subscribers, marketing expert, business strategist, and the creator of Startup Society.

I’ve had the pleasure of getting to know Gillian through YellowHouse.Media, where we produce her podcast, Work Less, Earn More. Gillian is a disciplined, rigorous executor who is no stranger to making a plan and working it.

And there are plenty of conventional ways that Gillian manages the work to be done—for instance, she loves Asana!

But there was a really intriguing part of our conversation where I learned that Gillian’s found her true way of working on big projects—like planning for her recent parental leave—doesn’t necessarily fit the way we think it’s supposed to be done. She calls it “batching chaotically” and it’s a mode of operation I can definitely relate to!

In this conversation, you’ll hear what Gillian’s average 20-hour workweek looks like, how she changed that up to prepare for parental leave, how she made her leave plan in the first place, and what she’s learned by taking time away from the business over the years.