🎃 Happy Monday. 🎄
Most side hustles start on the weekend.
But I’m a poker player.
My weekends are work.
My Mondays are slow.
Maybe yours are too.
I’m @ArtParmann, and this is Rounders to Founders. I dig up weird, profitable ideas and show you how people are turning odd passions into real money.
Let’s get seasonal in this one.
🧟 Idea #1: “Pumpkinstein” The Freaky-Looking Halloween Gold Mine
One farmer spent four years obsessed with a single question:
“Can you grow a pumpkin shaped like Frankenstein’s head?”
Not “how do I save the planet,” not “how do I get rich quick.”
Just… “what if Frankenstein had a produce section?”

That farmer was Tony Dighera, founder of Cinagro Farms.
He spent half a decade experimenting with custom molds, adjusting soil nutrients, and praying to the pumpkin gods for symmetry.
Most people quit after a few failed crops.
Tony doubled down and literally engineered spooky vegetables.
Then one glorious fall, it worked.
The Pumpkinstein was born. A perfectly-molded Frankenstein pumpkin that broke the internet and every farmer’s brain in a 50-mile radius.
He sold 90,000 pumpkins at about $11 each.
That’s over $4 million in revenue…from gourds.
Let that sink in.
The man became a Halloween legend because he gave a vegetable a face.
💡 Why It Works
This isn’t farming.
It’s storytelling you can eat.
Tony didn’t sell produce. He sold photo ops.
A Frankenstein pumpkin is basically the pumpkin patch version of a selfie museum. It’s designed for Instagram, not pie.
The genius is in the emotional trifecta:
Scarcity: One season a year. Miss it, wait 12 months.
Novelty: Nobody else is out here 3D-printing vegetables.
Emotion: Kids laugh. Parents buy. News anchors lose their minds.
It’s Willy Wonka energy meets Home Depot’s garden section.

🧩 How You Could Spin It Off
You don’t need a farm or a PhD in soil chemistry. Just steal the model.
1. Partner with Local Farmers:
Find a grower who already sells at farmers markets.
Offer to handle molds, branding, and marketing. Let them do the dirt work.
2. Design Seasonal Molds:
Use 3D printing or simple silicone molds to make new shapes. Skulls, hearts, Santa heads, even a baby Yoda squash (Disney lawyers, look away).
3. Pre-Sell the Harvest:
Build hype early. Take deposits in summer. Deliver in October.
Tony sold out before the first leaf hit the ground.
4. Sell Local:
Limited pickup dates, local delivery. Scarcity sells.
5. Milk the Media:
Every local reporter lives for a “weird crop in town” story.
Invite them to film harvest day. Smile next to your mutant vegetables.
Tony turned dirt into virality.
You can too. And unlike him, you already know the formula.
Pumpkin + Personality = Profit.
🤖 Idea #2: The AI Pumpkin Stencil Generator
People spend hours scrolling Pinterest for pumpkin stencils that don’t fit, don’t print right, and don’t look like their kid’s favorite character.
Enter the AI Pumpkin Stencil Generator.
Imagine typing:
“My golden retriever as a zombie cowboy.”
Seconds later, you get a downloadable stencil that you can print, trace, and carve. And voila!

That’s it! You’ve just automated and personalized Halloween happiness.
🧠 Why It Works
There’s already proof of demand.
Sites like ZombiePumpkins.com have been selling templates for years. The problem is they’re limited to a few thousand designs. AI makes it infinite (and personal).
⚙️ How You’d Build It
Front End:
Create a simple site where users upload an image or enter a text prompt.AI Back End:
Use Stable Diffusion or GPT-4 Vision to turn the prompt into a black-and-white stencil.
(Pro tip: add “high-contrast silhouette, pumpkin stencil style” to your prompts for best results.)Monetization:
Free basic stencils
$3–$5 for premium, high-res downloads
Distribution:
Partner with pumpkin patches or local markets to offer bundled “Pumpkin + Custom Stencil” deals.Viral Loop:
Run a “Carve of the Week” contest. Post user photos. Feature them (and their prompt) in an email list that becomes your Halloween media brand.
🎯 Bonus Angle: Year-Round Use
Rebrand the same tech for Christmas cookie stencils, Easter egg designs, or wedding decor templates.
You’re not building a one-time site. You’re building a seasonal content engine.
🎄 Idea #3: Spirit Christmas. The Holiday Pop-Up You Should Own
You’ve seen Spirit Halloween take over abandoned stores every October.
But why does the building sit empty in December?
Imagine this:
The same pop-up, but filled with Christmas trees, decorations, ugly sweaters, hot cocoa bars, and holiday events.
Call it Spirit Christmas.

💰 The Model
Lease: 2–3 month short-term lease in empty retail space (low cost).
Inventory: Mix of wholesale décor, local artisan goods, and high-margin seasonal food.
Traffic: People love tactile shopping for the holidays .They want to touch ornaments and smell candles.
Bundle it all under one cozy brand: “Everything Christmas. One Stop.”
🧩 How to Launch It
Find a Location:
Use LoopNet or local Facebook groups to find a 60–90-day retail lease for cheap.Curate Vendors:
Reach out to local candle makers, bakers, and artisans. Offer them shelf space on consignment.Experience-ify It:
Add mini events. Photo booth with Santa, live wrapping station, “build your own cocoa jar.”Marketing:
Partner with the Chamber of Commerce and local radio. It’s not a store…it’s a holiday destination.Exit Plan:
At season’s end, liquidate remaining inventory online or hold a “Santa’s Garage Sale” blowout.
Every town has vacant storefronts. Every town has Christmas shoppers.
You just have to connect them for 90 days.
💡 Idea #4: The Christmas Light Installer
This one’s old school but still undefeated.
That house on your street that looks like a Christmas miracle?
Someone got paid for that.
Most homeowners will happily spend $500–$800 to avoid ladders, cold hands, and electrocution.
🧮 The Math
Install fee: ~$600
Light cost (reusable): ~$200
Takedown in January: ~$60
Profit per house: $400+
Ten houses a week for one month = $16K.
⚙️ How to Execute
Start Local:
Offer installs on Nextdoor or Facebook Marketplace. Include before/after photos.Systemize:
Create simple packages:Basic (roofline only)
Deluxe (roofline + bushes)
Custom (tree wrapping, driveway outlines)
Hire Teens:
Pay $20/hr helpers. You focus on scheduling and design.Upsell Year-Round:
After the holidays, pivot to Valentine’s lighting, wedding lighting, or event décor.Automate:
Use scheduling software or a CRM like Jobber or GHL to manage quotes, invoices, and reminders.
This isn’t just a holiday gig. It’s a recurring neighborhood brand you can grow every season.
🧭 The Thread That Ties Them All
Each of these ideas has one thing in common:
They take something ordinary and make it unforgettable.
A pumpkin becomes a monster.
A stencil becomes an AI toy.
A strip mall becomes Santa’s village.
A ladder becomes a money printer.
Start weird. Stay profitable.
Who’s building the next Pumpkinstein?
Reply and tell me.
Or just forward this to your favorite hustler.
Your favorite creative degenerate,
– Art Parmann
PS: Just reply to this email if you’ve started something cool yourself. Would love to hear about it.

Cheers! To Making Money in $pooky $ea$on
