Meeting a Talent Booker? Ask the Right Questions.

Hola Dave – When meeting a booker, agent, or manager for the first time, are there any important questions a comedian should ask? Should those questions be different depending on who you’re talking to? I’m attending a comedy festival that will be loaded with scouts, and I’d like to be prepared. – A

Who’s askin’?

Hey A – Great question. As I mentioned in my reply to A’s email, I’ve usually been sitting on the other side of the table – as the booker or agent. I’ve also worked with speakers, musicians, and variety acts, so I can tell you what typically happens during that first conversation.

If I couldn’t see a performer live, I’d watch a video. If the act looked promising, I’d review the promotional material – credits, recommendations, training, media appearances, and other experience. If everything suggested a good fit for a particular market, whether comedy clubs, colleges, or corporate events, I’d schedule a phone call or meeting.

That’s a pretty standard process.

During that conversation, I wanted to know where the comedian had performed, what types of venues they worked, and whether they were an opener, feature, or headliner. If we were in the same city, I’d arrange to see them perform live. If we were hundreds of miles apart, video became the deciding factor.

One thing many newer comedians don’t realize is how much this business runs on referrals. Bookers, agents, and producers constantly call each other asking, “Have you worked with this comic?” or “Do you know anything about this performer?”

Do Your Homework First

I’ve got questions!

Many of your questions can actually be answered before you ever introduce yourself.

If you haven’t heard of an agent or booker, research them online. Legitimate industry professionals usually have websites, client lists, social media, or production credits. Find out who they represent and what markets they work in.

Also, talk to other working comedians and speakers. Conversations about agents, bookers, and managers happen constantly. You’ll hear success stories, horror stories, and everything in between. I learned as much sitting around The Improv talking with comics as I ever did in an office.

The Best Question You Can Ask

If I could recommend asking only one question, it would be this:

“What markets do you specialize in?”

That answer tells you almost everything.

When I worked in New York and Los Angeles, most agents were focused on television, major comedy clubs, and entertainment opportunities. Later, when I moved to the Midwest, I discovered agencies I’d never even heard of that were incredibly successful booking colleges and corporate events.

When I became involved with the college market through NACA, I discovered many college agents had little interest in television or Hollywood. Their entire business was booking campuses nationwide, and they were excellent at it.

The lesson?

If your goal is television, you need someone who specializes in television.

If your goal is corporate events, colleges, cruise ships, or theaters, you need someone who has relationships in those markets.

Not every representative is built for every career path.

What Not to Ask

At a first meeting, avoid bringing up commissions, contract percentages, or deal terms unless they introduce the subject first.

If they’re interested in working with you, those conversations will happen naturally. That’s the time to accept, negotiate, or walk away – not during a casual meet-and-greet at a festival.

Remember, the first conversation is usually about getting acquainted. They’ll probably be asking far more questions than you are.

Answer honestly, present yourself professionally, and avoid overselling. Confidence is attractive. Desperation isn’t.

Ask Questions That Fit Your Career

The best questions are always personal to your goals.

Since I know the comedian who sent today’s question – and I also know “Hola” isn’t in my English dictionary – I suggested he ask whether they work in the Latino entertainment market. That’s a huge opportunity, and if that’s part of his career vision, it’s important to know whether a potential representative has the connections to help him succeed in both English and Spanish speaking markets.

The right agent isn’t simply someone who can book you.

It’s someone who can book your career.

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One More Story…

One of my closest friends in New York studied acting at the University of Miami. One of his classmates was a bilingual Cuban actor named Rocky Echevarria.

Early in his career, Rocky found success in Spanish language television. But his agent believed he could also break into mainstream American film and television, so they aggressively pursued English speaking roles.

Rocky eventually changed his professional name to Steven Bauer and landed the role of Manny opposite Al Pacino in Scarface.

Could another agent have helped him get there? Maybe.

But the important point is this: his representative had a vision that matched his long-term career goals – not just his current opportunities.

The Bottom Line

Whenever you have the chance to meet an agent, manager, or talent booker, don’t focus on what they can do for you next week.

Find out where they work, who they represent, and whether their strengths align with the career you’re trying to build.

The right representative can open doors.

The wrong one may keep you knocking on the same doors for years.

Choose wisely – and don’t be afraid to ask the questions that matter.

Thanks for reading and as always – keep laughing!!

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Why Do Talent Bookers Organize Showcases?

Hey Dave – You’ve talked about showcasing in the last few newsletters. What’s the motivation for a talent booker to organize these showcases? What’s the benefit to the booker and the club? — MB

Hey MB – The simple answer is this: showcases exist to find talent.

Whether it’s a comedy club talent booker, casting director, television producer, event planner, or speaker bureau, they all have the same goal – to see performers in action before hiring them.

Yes, they watch videos. Everyone does.

But if you’re in a major entertainment market like Los Angeles or New York, there are far more opportunities to watch performers live. And live tells you things that a video never can.

Think about your favorite band. Watching them on YouTube is one experience. Seeing them perform in concert is something completely different. The same is true for comedians and speakers.

What Talent Bookers Are Really Looking For

When I worked for The Improv in Los Angeles and New York, I regularly received calls from casting directors looking for very specific performers. Sometimes it was for a sitcom, movie, documentary, commercial, or a one-time appearance on a late-night television show.

One of the most competitive showcases we hosted was for The Tonight Show.

The producers weren’t simply looking for funny comedians. They were looking for comics who were funny and experienced enough to handle the pressure of national television. They wanted performers who could walk on stage, deliver under the lights, and not freeze in front of the cameras.

If you had only five minutes of material and were hoping to hit the lottery, this wasn’t your audition.

Why Three Minutes Is Enough

Rather than spending weeks reviewing hundreds of submissions, producers could schedule one showcase and watch a carefully selected group of comedians perform live.

Most comics were given about three minutes.

That may sound short, but experienced talent bookers can learn a tremendous amount in three minutes. They can evaluate stage presence, confidence, originality, audience connection, professionalism, and, of course, whether the performer consistently gets laughs.

I used the same system as Talent Coordinator for A&E’s An Evening at the Improv.

After reviewing stacks of audition videos, I’d invite about ten comedians to perform at a Monday night showcase. Each comic did three minutes, so the entire showcase lasted only about half an hour.

There was never a quota for how many comics we’d book.

One week we might discover four or five performers ready for television. The following week, none.

That’s simply the nature of scouting talent.

A Real-World Example

One evening at the New York Improv, I received a call from The Today Show.

It was an election year, and the producers wanted a comedian who performed political material.

Instead of launching a nationwide search, I contacted ten comedians from our roster who specialized in political comedy and scheduled a showcase.

Each comic performed three minutes.

The producers came to the club, watched everyone in one evening, and selected the performer they wanted.

It saved them from reviewing hundreds of videos and scheduling countless auditions. They made one trip, saw everyone under identical conditions, and left with exactly what they needed.

That’s the real value of a showcase.

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Why Agents and Managers Love Showcases

Showcases aren’t just organized by talent bookers.

Agents and managers often book showcase time at clubs like The Improv and fill the lineup with comedians from their own roster.

Then they invite casting directors, producers, network executives, talent buyers—and in the case of managers, talent agents they hope will represent their clients.

Yes, organizing these events takes work.

But it’s far more efficient than emailing promotional packages, making dozens of phone calls, and trying to schedule individual meetings.

Everyone who matters is in the same room at the same time.

A successful showcase becomes part audition, part networking event, and part business meeting.

What’s the Benefit for the Club?

Hosting industry showcases brings prestige – and business.

Imagine owning a comedy club that’s regularly visited by producers from major television shows, film studios, streaming platforms, and talent agencies.

Where do ambitious comedians want to perform?

That club.

And when the best comedians want your stage, audiences follow.

That’s why clubs compete just as hard to host industry showcases as comedians compete to perform in them.

Showcases Aren’t Just for Comedians

The same principle applies to humorous speakers.

When I worked as an agent booking college entertainment through the National Association for Campus Activities (NACA), showcases were the primary way speakers and comedians landed college bookings.

At regional NACA conferences, colleges sent student activities representatives to watch live showcases over several days.

Comedians, motivational speakers, musicians, hypnotists, and other entertainers each performed approximately twenty-minute sets.

After seeing them live, the student delegates selected who they wanted to bring to their campuses during the upcoming school year.

If you wanted college bookings, you had to be seen.

The Bottom Line

Whether you’re pursuing comedy clubs, television, corporate events, or speaking engagements, showcases remain one of the most efficient ways for buyers to discover talent.

For talent bookers, it’s an organized way to evaluate performers.

For clubs, it’s an opportunity to build reputation and attract top acts.

And for comedians and speakers, it’s a chance to perform in front of the people who can actually hire you.

When you’re ready, there are few opportunities more valuable than getting on the right showcase stage.

Thanks for reading and as always – keep laughing!!

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Why Three Minutes Is More Than Enough

Hey Dave – You’ve written about how important it is to stay within the amount of time you’ve been given on stage. My question is: Why are showcases so short? In most cases, I don’t think you have enough time to prove how good you really are. – S.K.

Hey S.K. – First, for anyone new to comedy or professional speaking, a showcase is simply another word for an audition.

A successful showcase can lead to paid work, television appearances, club bookings, corporate gigs, or even representation from an agent or manager.

Why do we call it a showcase instead of an audition? I’m not sure. Maybe it sounds more professional and less intimidating. Either way, the goal is the same: someone is deciding whether or not to hire you.

I’ve been involved in showcases for comedy clubs, television shows, corporate events, and college programs. Here’s a behind-the-scenes truth about the business:

The people doing the hiring want to make the best use of their time.

Talent bookers, agents, managers, and event planners don’t want to spend an entire evening watching one performer. It makes far more sense to watch several performers in a single session.

They also don’t want to sit through 10-, 20-, or 30-minute sets when they already know within the first few minutes that a performer isn’t what they’re looking for.

That’s why showcases feature multiple acts doing short sets.

For example, when I was auditioning comedians for A&E’s An Evening at the Improv, I scheduled showcases on Monday nights at The Improv in Los Angeles. We’d see ten comedians perform three-minute sets in about 35 minutes. The extra time was built in for introductions and transitions.

If everyone respected the clock, Mission Showcase was accomplished.

In just over half an hour, ten comedians had an opportunity to book a television appearance.

And it wasn’t just me in the room.

Talent scouts from The Tonight Show, HBO, MTV, and other networks knew these Monday-night showcases were happening. Everyone could evaluate a lot of talent in a short amount of time.

Of course, some comedians complained that three minutes wasn’t enough time to show what they could do.

They were wrong.

Three minutes is plenty of time for an experienced talent booker to know whether a performer is ready.

If you couldn’t convince me within three minutes that you belonged on An Evening at the Improv, then you weren’t ready for that particular show.

The same was true for the other bookers in the room.

Think about it: If a comedian can’t hold attention for three minutes during a showcase, why would a television producer trust that comic with three minutes of airtime?

Even if the performer somehow became hilarious in minute six, television viewers would already be changing channels.

The same principle applies to shows like America’s Got Talent, American Idol, and The Voice. Before contestants ever appear on television, thousands audition in front of producers and judges for only a few minutes—or sometimes less.

If they don’t make an impression quickly, they don’t move on.

The lesson?

Bring your A-game immediately.

A showcase isn’t the place to ease into your act and “warm up.” You don’t have time. Start strong and make every second count.

It’s also your opportunity to demonstrate professionalism.

When you respect your time limit, you’re showing industry people that you understand schedules, production needs, and the realities of the business. You’re proving that you’ll be easy to work with.

And there’s another reason time limits matter:

Your fellow performers.

Whether a showcase is held in front of a live audience or just a panel of judges, people can only absorb so many short performances before fatigue sets in.

That’s why showcases are designed to move quickly.

Sure, someone like Dave Chappelle can perform for two hours and leave audiences wanting more. He’s earned that ability through decades of experience and a mountain of material.

But if you’re already operating at Dave Chappelle’s level, you probably aren’t showcasing.

One way showcases stay fair is by preventing judges and audiences from becoming burned out before the later performers take the stage.

And that brings me to a story.

In my comedy workshops, ten aspiring comedians perform five-minute sets during our graduation show. That’s 50 minutes of comedy, plus an emcee opening the show and introducing each performer.

The audience begins the evening fresh and excited. By keeping the sets short and focused, energy stays high throughout the night.

A few years ago, the first comedian in the lineup had a strong five-minute set. We had worked hard on it together, and he was prepared.

The problem?

He never looked up.

I was in the back of the room, ready to signal when his time was almost up. But he kept staring at the front tables and never once looked toward the sound booth.

His five minutes ended.

And he kept talking.

The prepared material ran out. Then came the rambling.

Suddenly, the audience wasn’t laughing anymore.

People started looking at menus, chatting among themselves, and ordering drinks. They mentally checked out.

By the time he finally left the stage, the comedian who followed him had to work twice as hard just to regain the audience’s attention.

The damage had been done.

After the show, he came over and asked how he did.

The truth?

“You did ten freaking minutes.”

Okay, maybe I said it with a little more diplomacy than that (not really – I never use the word “freaking”).

But I explained how going long had affected the entire show—not just him, but every performer who followed.

The irony was that his first five minutes were excellent.

The extra five minutes erased much of the goodwill he had earned.

Fortunately, he learned the lesson. He’s still performing today, and talent bookers continue to hire him.

Which brings us back to your original question.

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Why are showcases so short?

Because experienced talent buyers don’t need a lot of time to evaluate talent. They’re looking for professionalism, stage presence, confidence, originality, and the ability to connect with an audience.

A strong performer can demonstrate all of that very quickly.

So whether you’re doing a showcase, audition, open mic, or paid gig, remember this:

Respect the clock.

Time on stage can be your greatest ally—or a ticking time bomb.

And as every comedian knows, nobody likes to bomb.

Thanks for reading and as always – keep laughing!!

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The Comedy Business Secret: Let Clients Sell You

Hey Dave – You had an article a while back about using quotes from clients as promotion on websites. I’ve been doing sets for some local businesses and clubs and the people who hire me say they like what I do. Can I just take what they say and post it on my website, or do I need it in writing? How do I get these quotes? I want to move into doing better paying corporate shows. Thanks – H.P.

Great idea!!

Hey H.P. — You have a good memory. I ran an FAQ a while back about using “Blurbs and Letters of Recommendation.” Since I only keep these ramblings online for about six months before hitting delete, it’s gone into the comedy workshop archives. But because I’m such a generous and caring individual (please try not to laugh too hard), here’s the updated version…

The original article talked about what makes a strong recommendation letter, email, text or DM from a client. At its best, it’s more than a compliment — it’s advertising. It tells future clients what you brought to the event and why they should hire you for their next one. Then you pull a line or two from that recommendation — the “blurb” — and post it on your website or promo material, just like those glowing quotes you see on book covers.

And now that we’re caught up, let’s continue…

Most comedians and speakers already know that getting a recommendation isn’t always automatic. A client may absolutely love your performance, promise to send you a testimonial, and then… disappear into real life. It usually doesn’t mean they didn’t like you. It means work, family, meetings, deadlines and everything else shoved your recommendation to the bottom of the pile.

Or they simply forgot.

What are friends for?

I also think a lot of people view writing a recommendation the same way comedians view helping friends move furniture. They know they should do it… but they keep hoping it somehow goes away on its own.

That’s where this next tip comes in. I learned it years ago from successful speakers and comedians and believe me — it works far more often than it doesn’t.

Always bring a self-addressed stamped envelope to your gigs.

Seriously. I’m not joking.

When the client is praising you after the show — “You were great!” “The audience loved you!” “Best event we’ve had in years!” — don’t just smile, say thanks, and head for the parking lot. Ask for the recommendation right there while the excitement is fresh. When they say yes — and they usually will — hand them the envelope and say, “I’m making this easy for you.”

Before I started doing this, recommendations were hit-or-miss. Once clients had that envelope in their hands, the follow-through rate went way up. Part of it is convenience. Part of it may be guilt. Either way, the system works.

And there’s another bonus.

Some clients may send a formal letter on company or school letterhead that you can scan and post on your website. Others may decide typing an email is easier. Either one works in your favor.

It also helps to send a thank-you email, card or note after the performance — something you should be doing anyway. If you haven’t received the recommendation yet, that follow-up gives you another opportunity to remind them.

And yes — you really should get recommendations in writing.

A verbal compliment is wonderful, but if you’re posting someone’s quote, name, company or photo online, it’s smart business to have written permission. An email is perfectly acceptable. Think of it the same way publishers use written permission for quotes and endorsements on books.

Now… let’s deal with the chronic procrastinators.

Years ago, I heard a highly successful humorous speaker at a National Speakers Association meeting share this strategy. I tried it myself, and it worked beautifully.

If you still haven’t received a recommendation about a week after the gig, call the client. Thank them again for hiring you and ask for feedback about the event. If they start complimenting your performance — which hopefully they will — bring up the recommendation again.

And if they say, “I’ve just been really busy…” here’s the magic line:

“Would it help if I wrote something up for you?”

Again — I’m not making this up.

Tell them you’ll draft something simple they can edit however they want. Explain that recommendations help with future bookings and that event planners and agencies often want to see testimonials before hiring talent.

You’ll practically hear the sigh of relief on the other end of the phone.

You just volunteered to do their homework for them.

Send the draft by email or regular mail. They can approve it, tweak it, put it on company letterhead, sign it, and send it back in the SASE you thoughtfully provided in the first place.


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Most working comics and speakers probably think this is basic stuff. But newer performers often haven’t considered any of it. I’ve mentioned these ideas in workshops and watched eyes light up around the room. These are simple techniques — and they work.

One reader also suggested something that’s become even more valuable today: video testimonials.

Excellent idea.

Whenever possible, record your performance (with the client’s permission first). If people are praising you afterward, ask if they’d mind saying a few words on camera.

Seriously. Again — I’m not joking.

A short video testimonial from a happy client can be gold for your website or promo reel. It’s always more convincing when someone else is telling the world how great you are instead of you trying to convince them yourself.

Thanks for reading and as always – keep laughing!!

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Never promise what you can’t deliver

Hey Dave I need some advice… although I think I already know the answer. A booker asked if I could do an hour clean for corporate and 90 minutes for cruises. I’ve got about 40 clean. I already hurt myself recently when someone asked if I could headline an hour and I admitted I was more comfortable featuring. I want to say yes – but I don’t want to disappoint them or damage my reputation. At the same time, I’m worried that if I say no, they won’t call me again. What do you think? – D.

Are you being honest?

Hey D. – You’re right – you do already know the answer. And so does every working comic and talent booker who’s been around the business for more than a few open mics. The only difference is experience makes it easier to trust that answer.

Here’s the reality: nobody in this business wants to lose an opportunity. But one of the fastest ways to do exactly that is by overpromising – or worse, flat-out misrepresenting – what you can deliver.

If a booker tells a client, “This comic can do a clean hour,” that’s not a suggestion. That’s the product being sold. And if you say you can deliver it, it had better be true.

Because if it’s not… everyone loses.

Now, there are exceptions. Some performers can stretch with crowd work and genuinely carry an hour without a fully written set. If you’ve done that successfully before, that’s part of your act.

It could be a bomb!

But if you haven’t? A high-paying corporate show or a first impression with a legitimate booker is not the place to experiment.

For experienced comics, this is obvious. For those coming up, it’s where temptation creeps in.

You’re thinking: If I say no, I might lose the opportunity. But here’s the flip side: if you say yes and don’t deliver, you won’t just lose this opportunity – you’ll likely lose future ones too.

So, what’s the move?

Tell the truth.

A legitimate booker will respect honesty far more than a shaky performance. If they reached out, it means they’re already interested in working with you. This isn’t a “one strike and you’re out” situation – it’s the beginning of a relationship.

Use it.

Let them know what you can do right now. Ask to be considered for shorter sets. Stay in touch. Most corporate shows don’t even need an hour – 30 to 45 minutes is often the sweet spot.

And when you’re ready to deliver a full hour – or 90 minutes – you circle back and let them know.

That’s how careers are built.

Because this is a career. And careers take time.

Developing a strong, clean act for corporate and cruise work doesn’t happen overnight. It takes stage time, discipline, and a clear understanding that there are no shortcuts in this business.

From the booker’s side, I can tell you this: there’s nothing worse than putting a performer on a show who doesn’t deliver. The client is unhappy. The relationship takes a hit. And that comic?

Let’s just say they’re not getting a call anytime soon.

And yes… I learned that the hard way.

Thanks for reading and as always – keep laughing!!

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