Checklist: Booking Live Entertainment for Your Next Event

Intro: The Busy Event Planner’s Best Friend

Booking live entertainment can feel overwhelming—but it doesn’t have to be. Whether you’re new to planning events or a seasoned pro juggling a dozen moving parts, a clear checklist can make the process simple, fast, and foolproof.

Here’s your go-to list for booking entertainment that’s on-brand, on-budget, and unforgettable.


✅ Define Your Event’s Purpose

What’s the event for? Celebration? Recognition? Learning? Networking? This will influence whether you need a headliner, a background act, or someone to tie the event together.


✅ Understand Your Audience

Tailor the entertainment to the group:

  • Professionals? Keep it clean, clever, and interactive.
  • Families? Choose something age-appropriate and upbeat.
  • Culturally diverse? Be mindful of references and humor.

✅ Set a Budget Range

Decide what you can invest in entertainment. Remember to include:

  • Performance fee
  • Travel and accommodations (if needed)
  • AV requirements (mics, lights, etc.)
  • Rider requests (simple needs like bottled water or stage layout)

✅ Research Talent and Watch Full-Length Videos

Don’t just go by the sizzle reel. Watch uncut footage to see how the act plays in the room. Pay attention to pacing, engagement, and transitions.


✅ Ask About Customization

Great entertainers adapt to your brand, message, and audience. Ask:

  • Can you work our theme/product into the show?
  • Can you reference our company or industry?
  • Will you tailor jokes or routines?

✅ Confirm Technical Requirements

What’s needed for the show to run smoothly? Check:

  • Microphones (handheld, headset, backup)
  • Lighting (general wash or spotlight?)
  • Screens or projectors
  • Load-in/setup time

✅ Get a Contract

Make sure expectations are clear on both sides:

  • Performance time and length
  • Fee and deposit terms
  • Cancellation/reschedule policy
  • Travel/hotel logistics (if needed)

✅ Promote the Entertainment

Build buzz before the event. Include the performer in:

  • Email invitations
  • Event website
  • Printed programs
  • Social media posts

✅ Brief the Performer

Great shows are collaborative. Share:

  • Who the audience is
  • What the event schedule looks like
  • Any sensitive topics to avoid
  • Company values or slogans

✅ Be Present for Load-In and Sound Check

Ensure someone is available to help the entertainer get situated. This builds rapport and prevents last-minute surprises.


Conclusion: Confidence Comes from Preparation

Follow this checklist, and you’ll have every base covered. Booking live entertainment becomes a breeze—and you’ll look like a planning pro.

Want to skip the guesswork and hire a performer who checks all the boxes? Let’s connect about your event.