Top 10 Mistakes Event Planners Make When Booking Entertainment

Intro: Why the Wrong Act Can Derail a Great Event

You’ve booked the venue, arranged catering, and lined up the agenda. But if the entertainment flops? That’s what people will remember. Avoiding a few common pitfalls can save you from awkward silence, technical disasters, and a room full of unimpressed guests.

Here are the top 10 mistakes event planners make when hiring entertainment—and how to avoid them.


1. Waiting Too Long to Book

The best entertainers get booked months in advance, especially during peak seasons (November–December and spring conference months).

Fix: Book early. I’m often booked up to a year ahead for major events.


2. Going with the Cheapest Option

You don’t want your audience to cringe—or worse, tune out. Low-cost performers may lack experience, professionalism, or the ability to adapt.

Fix: Focus on value and reputation over cost.


3. Not Watching Performance Footage

Highlight reels are designed to impress. What you need is unedited performance footage to see how an entertainer handles a live audience.

Fix: Ask for full-show videos, not just sizzle reels.


4. Forgetting the Audience

Booking what you like doesn’t always mean it will suit your audience.

Fix: Choose an act that matches the crowd’s interests, tone, and culture.


5. Skipping the Tech Check

Many performers rely on sound, lights, or visuals. A missing mic or dim spotlight can tank a great routine.

Fix: Ask for an AV checklist in advance and coordinate with the venue.


6. Not Confirming the Details in Writing

Misunderstandings lead to missed cues, late arrivals, or worse.

Fix: Use a professional agreement that covers everything.


7. Not Asking About Customization

Your audience is unique. A generic show may not land the way you hope.

Fix: Ask if the performer can tailor parts of the show to your brand, values, or event theme.


8. Ignoring Logistics (Setup, Rehearsal, Timing)

Even experienced planners forget about load-in time, sound checks, and transitions.

Fix: Clarify arrival time, setup needs, and show timing in advance.


9. Booking Without Testimonials or Referrals

Even if the performer sounds great, see what others say.

Fix: Look for Google reviews, LinkedIn recommendations, or client references.


10. Not Giving the Entertainer Enough Info

Context matters. Your performer should know the audience type, industry, purpose of the event, etc.

Fix: Brief the entertainer like you would a speaker.


Conclusion: Avoiding These Mistakes Pays Off

Booking the right entertainment is one of the easiest ways to take your event from good to unforgettable. Avoid these 10 pitfalls, and you’ll not only look like a pro—you’ll create a night your guests will rave about.

Want a show that gets standing ovations—and makes you look amazing? Let’s chat about your event.