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So You Wanna Be an Art Festival Artist? Read This First.

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Becoming a street art festival artist seems romantic in theory. You imagine sipping iced coffee in a breezy white tent, casually chatting with patrons who hand you stacks of money while exclaiming, “You’re a genius!”


Let me stop you right there.


Being an art festival artist is like camping, vending, public speaking, mild gambling, and amateur meteorology—all rolled into one stress-induced weekend where you pray your canopy doesn’t become a parasail.


But hey, I did it for 20+ years across 8 states, so let me share the real stuff. Not the Pinterest board. The truth. The beautiful, unfiltered, zip-tied truth.


🧾 1. The Application: Where Hope and $35 Go to Die


It starts online. You find a show. You get excited. You scroll past the “non-refundable jury fee” and think, How bad could it be? You upload 5 carefully curated images of your work—edited to perfection, named things like “AbstractSoulSeries_Final_REVISED2.jpg” because you’ve tried 17 versions.


Then comes the booth shot. Oh yes, the booth shot. You either:


  • Don’t have one yet

  • Have one where your tent looks like it survived a raccoon attack

  • Or you staged a fake booth in your backyard and hope they don’t notice your neighbor’s grill in the background


Then you click submit, whisper a little prayer, and wait 4–6 weeks for someone named “Jury Admin Number 3” to crush your spirit.


💸 2. The Jury Fee Scam (But We All Pay It)


Yes, that $35–$55 non-refundable jury fee adds up. Especially when you apply to 15 shows, get into 3, and get ghosted by 4 more. But hey, you’ve basically paid to not attend an event in three cities! Yay?


Helpful tip:

  • Keep a spreadsheet. Track deadlines, fees, and rejections. It's emotionally numbing, but fiscally responsible.


🎪 3. Congrats, You Got In. Now Panic.


Cue the logistics:


  • Booth fee? $200–$700+

  • Tent? Hope you like puzzles and 50-pound bags of disappointment.

  • Display panels? You’re either going pro with ProPanels or getting weird with DIY PVC pipe creations held together by ambition.

  • Weights? If you're not anchoring 40+ lbs per leg, you’re one gust away from sky art.

  • Hotel? LOL. You’re sleeping in your car again, aren’t you?


Pro tip:

  • Invest in good ratchet straps, tent walls, and Velcro. These items will save your booth, your prints, and possibly your soul.


☀️ 4. Setup Day: AKA Sweaty CrossFit Without the Praise


Show up early, they said. It’ll be easy, they said.

You arrive at 6 a.m. and realize your booth spot is wedged between a candle vendor and a guy who carves wolves out of driftwood with his teeth. Your tent won't open. You forgot zip ties. It's 92° at sunrise. And someone parked in your load-in zone. It’s fine. You’re fine. Everything is fine.


Helpful tip:

  • Pack like a Boy Scout with rage issues.

    • Zip ties

    • Duct tape

    • Tools

    • Weights

    • A stool

    • Ibuprofen

    • Snacks that don’t melt or make you cry


🧍 5. Talking to Customers: Smile and Repeat Yourself Forever


Prepare to answer:

  • “Did you take these yourself?” (No, I stole them from NASA.)

  • “Do you offer discounts?” (Only for people who don’t ask that.)

  • “What kind of camera do you use?” (A magical one. Also Nikon.)

  • “Are these paintings?” (Depends how tired I am.)

  • “My cousin’s niece is also a photographer.” (Great, tell her hi.)


Actual advice:

  • People buy your story as much as your work. Have your elevator pitch ready—but add humor and realness.

  • Accept cards, cash, and smoke signals. Whatever it takes.


☔ 6. Rain? Hail? A Plague of Bees? It's Show Time.


Weather will not cancel a show. You will be expected to vend in:

  • Rain

  • Wind

  • Heatstroke conditions

  • A surprise thunderstorm followed by a rainbow that makes you cry while bailing water out of your bins


Helpful tip:

  • Clear shower curtains from Walmart make excellent emergency walls.

  • Always have a towel, an extra pair of socks, and wine waiting at home.


🛻 7. Tear Down: The Ninth Circle of Hell


You're exhausted. You're sunburned in weird places. Your neighbor is packing up with speed and grace, and you’re trying to roll up grid wall with a broken zip tie and tears in your eyes. Someone just asked if you're open. You are not.


🎬 Final Thought


Being a street art festival artist is 30% art, 70% controlled chaos, and 100% stubborn passion. It’s hard, unpredictable, and occasionally soul-crushing—but when that one customer connects with your work, or you watch a stranger cry at a photo you almost didn’t print, it’s all worth it. (Well. Almost.)


🖼️ Catch me in my gallery at The Windmill, Building 4, Penn Yan, NY. 📸 Follow the chaos @MileyJadeDesigns

 
 
 

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April 19th - November 29th

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