Holiday Booking Season: Why OctoberβDecember Is the Most Profitable Time for Performers (and How to Prepare Now)
Jul 22, 2025If you’re a performer and you’ve ever felt like holiday season sneaks up on you, you’re not alone. But here’s the truth: October through December is the most profitable time of year for character entertainers, singers, and costumed talent. Those who prepare early don’t just survive, they thrive.
π From corporate parties and school events to private home visits and mall appearances, the demand skyrockets, especially for themed holiday characters, Santas, carolers, and snowy sparkle queens.
So how do you get ready?
β¨ Create a killer media kit – We teach you how inside Sleigh The Season, and we've teamed up with GigSalad and our lead Santa, Stuart, to help you craft a media kit that actually gets you booked.
β¨ Pitch like a pro – Know how to reach out to businesses, churches, HOAs, and festivals with confidence.
β¨ Prep your calendar – Most clients book in October. The ones who book earlier? Even better.
π‘ The secret? Those who prepare in July and August make double or even triple the income of those who wait.
Want to make this your most profitable season yet?
Join Sleigh the Season before August 1 and get $100 off.
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Learn how to get booked solid
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Build your dream holiday lineup
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Make the most of every weekend from October to December
Learn how to build a thriving character entertainment business