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The Freewrite 500 First Place: High Holy Days (2025)

Brie Ripley Sparks
October 12, 2025 | 2 min read

The winning short story in the inaugural Freewrite 500 flash fiction competition is "High Holy Days" by Brie Ripley Sparks.

Read the story here and then check out our interview with Brie.

The halal butcher closes at nine, but the streetlights out back are always lit. A row of dumpsters lines a wall, fragrant with bones and gristle, and that’s where I leaned my bike.

He arrived late, as usual. Always in that long black coat buttoned tight even in summers. He waved with two fingers in a gesture that felt casual but practiced.

β€œEvening,” I said.

β€œGood evening to you, Bud,” he echoed. He had a way of saying it that made it sound like both greeting and judgment.

We traded neatly folded cash for a baggie full of greens. Swift and silent.

I sparked a joint, passed it over, and took my usual seat on a milk crate left next to the recycling bins. It was cracked but still pretty sturdy. He gently took the joint, sat on his usual milk crate, inhaled, coughed, then laughed.

β€œYou hear about the new pope?”

I shrugged. β€œI don’t really read the news.”

β€œChicago guy,” he said. β€œSouth Side. That’s where I’m from, actually.”

β€œSmall world. You know him?” He shook his head. β€œNot personally. Still feels strange, though. Like finding out somebody from the neighborhood made it big.”

He leaned back against the brick wall, eyes half closed. For a second I imagined him in some other setting: marble floor, candles instead of fluorescents. He spoke with that odd mix of certainty and hesitation, like every sentence had to be measured for both truth and consequence.

β€œChicago’s full of characters, huh?” I asked.

β€œSaints and sinners both.” He chuckled at himself, then took another drag.

The lot hummed with the buzz of the light, the faint metallic clatter from inside the butcher shop as someone hosed down a counter. Out here, it was just us. Two men with nothing in common, except the ritual of smoke and talk.

β€œThink he’ll be able to do anything about…all of this?” I asked, gesturing at the world around us. There were billboards for crypto scams and violence-baiting cable TV shows, but also woods and grassy fields nearby.

He tilted his head. β€œMaybe. But the world’s never short on that. Sometimes the job isn’t to fix it. It’s just to keep showing up.”

He said it like someone who’d spent a lifetime showing up in rooms no one else wanted to enter.

I took the joint back, pulled hard to put out the cherry, and made sure it was cold before I pressed it into his hand. β€œKeep that one. You’ll need it for your late night. It feels like you’ll have one of those again.”

He tucked it away without protest. That was our rhythm: I slipped him something extra, he slipped me some line that sounded half like a proverb, half like advice.

I swung my leg over the bike and pushed off.

β€œSee you next week,” I heard from behind me.

I stuck a hand up in the air and waved at my favorite regular.

β€œLater, Father,” I yelled back with a smirk.

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The winning short story in the 2026 Freewrite 500 is "Deathbed Victory" by Rocky Halpern.

I wish my mother could be a little less enthusiastic about losing weight from chemotherapy. Her sharp wrists and angular neck are trophies others remark upon. They look past her hair and eyebrows that are like hay carried away by a thunderstorm and ask if she’s doing keto or mediterranean.Β 

The world is mesmerized by shrinking things. Mini candy bars, happy meal toys, tiny dogs that fit inside a purse, dollhouses, adults who weigh as much as children.Β 

My mother wants me to go on Ozempic. I sit next to her hospital bed, and she wraps her wisp of a hand around my thick, pulsing wrist. She asks me to dream of wearing matching bikinis on the shores of a tropical beach. She wants me to share in her religion, recite the sacred text: Nothing tastes as good as skinny feels.Β 

But chemo has rubbed her tastebuds down to a dull throb, so what does she know about it anyway?Β 

She dozes off as evening begins to creep. The TV mounted to the wall across from the bed plays a muted rerun of Friends, the one where Monica wears a fatsuit. She is half my size, at least. I turn off the TV, let go of my mother’s hand, and head toward the cafeteria.Β 

I examine limp premade salads, gray tuna fish sandwiches, and an unmanned make-your-own smoothie station. Eating dinner here doesn’t leave me with much of an appetite. Maybe I don’t need weight loss medication after all, I can just skulk the halls and wonder how much time we have left together.Β 

How much of that time will my mother spend wishing there was less of me?Β 

How much less of her can there be before she disappears?Β 

A nurse is checking her vitals when I return to the room. My mother looks at me, laughs softly, and asks the nurse, Can you believe she used to fit inside of me?Β 

I think of how we must have been, her warm body encasing mine like a bacon-wrapped date. I wonder if she ate hot fudge sundaes when she was pregnant with me. I wonder if there is a single moment of her life where she didn’t feel terrified of her body.Β 

My mother is a ghost and it’s the proudest she’s ever been, her deathbed victory lap. Somewhere, Jenny Craig sheds a tear and whispers into the ether, It’s not just about losing weight; it's about gaining life.