Person with long blonde hair wearing a white turtleneck shirt, posing against a neutral background.

About Me
Hi, I’m Jill Jackson-affectionately known over the years as my kids Mom, my sisters Sister, my parents Daughter, or my husbands Wife-but rarely, Jill.

I’m so glad you’re here.

I created The Fifth Season as a landing place for women navigating the empty nest years—a space where we can connect, grow, and rediscover who we are outside of motherhood. But more than that, I wanted to build a community that welcomes all women, whether we think alike or come from completely different walks of life.

Because I believe in the magic of shared stories. In the power of new friendships. And in the beauty of showing up just as you are.

Here, we share ideas. We dream up travels. We dive into hobbies we always meant to try—or pick up the ones we lost along the way. This is a place to be inspired, to inspire others, and to remember that we’re not done yet—not even close.

If you're looking for connection, curiosity, and a fresh start… you’ve found your season. The Fifth Season.Let’s explore it together.

Contact us

Interested in working together? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!