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HUSTLE #987 10.9 Vending Machine Routes

Build a Photo Booth Rental Side Hustle With Automated Online Booking

💰 Startup Cost $1,500-$5,000
⏰ Time/wk 2-5 hrs
📊 Difficulty ★★★★☆
🏆 1st Month $ $200-$800
💵 Monthly Range $500-$3,000+
⏱ First $ In 1-2 months
Square, HoneyBook, Facebook Ads
Buy an open-air photo booth setup (iPad, ring light, backdrop, printer, and photo booth software like Simple Booth) for $1,500-$3,000. Rent it out for weddings, corporate events, birthday parties, and bar/bat mitzvahs at $400-$800 per event. The booth runs itself during events — guests tap the screen, take photos, and the printer spits out strips. You deliver and set up, the software automates the rest. Four events per month at $600 average is $2,400 for about 10-15 hours of work, mostly on weekends.
🚀 First Step
Buy an iPad photo booth kit from Simple Booth HALO ($1,200), practice setup in your living room, and offer a free rental to a friend's party for portfolio photos.
  • Book weddings 6-12 months out — wedding season (May-October) fills fast, and brides book early with deposits; aim for 2-3 wedding bookings by February
  • Include an attendant in your rental price ($100 extra) so the booth always works smoothly and you get glowing reviews instead of frantic calls mid-reception
  • Use HoneyBook for automated contracts, invoices, and client communication so the booking process runs without you trading dozens of emails
🛠 Tools & Resources: Simple Booth HALO, HoneyBook, Square, Facebook Ads, Canva (backdrop designs)