I’m Sheila Chester—a writer, mom of three, humorist, and storyteller who has been writing about life as I’ve lived it for more than a decade.
Go back as far as you want, reader. It’s been a ride.
The early years get pretty intense—infertility, adoption, IVF, grief, and building the family I prayed for. Then came a spiritual awakening, a whole lot of questioning, and the unraveling and rebuilding of what I believed about myself, God, and the world.
These days, you’ll find a lot more comedic storytelling about marriage, motherhood, reinvention, and the general absurdity of being human.
These posts span more than ten years of my life. I’ve changed. My beliefs have changed. My writing has changed. Thankfully, my sense of humor has survived all of it.
Enjoy the ride.
The Drive Home
This past weekend I drove to South Dakota to visit my family. I’ve made some version of this trip approximately four times a year for the past 25 years, so at this point I know the drive well.
An Update on My State of Community
I felt pressured to write something funny this week. And while funny things happened, what I really want to give you is an update on the state of my community.
Apparently I’m Still Accepting Assignments
People occasionally ask what I do all day now that I don’t have a job. Excellent question.
Building This New Chapter in Real Time
Discover how Sheila K Chester transformed small-town roots and church-lady observations into a thriving career in storytelling, public speaking, and live comedy.

