Seeking advice for a “stuck” comedy career

Hi Dave – I’m not so sure stand-up is for me. I think I may be better suited for improv acting such as The Groundlings, Second City, etc… I’ve always been told I’m funny and animated but am not so sure how to focus or direct it. I am interested in the profession / business and think I would enjoy it. However, I feel stuck! How do I know if stand-up is for me? What advice do you have as to getting in touch with my creativity and directing it in the right way / format? Any advice would be very helpful, welcomed and appreciated. Thanks so much. Best – C.H.

Feeling stuck?

Hey C.H. – You’re definitely not alone — a lot of people feel “stuck” when trying to figure out where their creativity fits best, especially in a field like comedy.

The truth is, the only way to really know if stand-up, improv, or anything else is right for you is to try it. Since you mentioned being drawn to improv groups like The Groundlings or Second City, that might be a good starting point. Most reputable improv theaters offer classes, and those classes are designed to help you channel your natural energy, timing, and personality into something structured and performance ready.

Some performers do both stand-up and improv, but most tend to gravitate toward the one that fits their style and personality. Improv is collaborative — working as part of a team. Stand-up is solo, where you’re in full control of the writing and performance. Neither is “better” — it’s about what suits you.

Learn the basics!

Taking a class is an excellent way to experiment without the pressure of an audience or audition. It gives you a safe space to explore, get feedback, and see what feels right. A good coach or instructor will not only teach you the basics but also give you an understanding of the business and help you shape your raw creativity into something focused.

Here’s why that matters:

When I managed the monthly auditions at the NYC Improv, it was a lottery system — anyone could draw a number and get three minutes on stage. No experience required. Some people had prepared and tested their material. Others had never been in front of an audience, had no guidance, and no idea what to expect. And it always showed.

Two examples I’ll never forget:

One woman brought a roll of receipt paper on stage — like the kind you’d find in a cash register — and had written jokes on it. She’d read one into the mic, get no laughs, rip it off, throw it on the stage, and say, “Well, that didn’t work.” Repeat. It was painful to watch — but kind of hilarious in hindsight.

Another guy auditioned with a female mannequin dressed in lingerie. He set it on a stool, never acknowledged it, told a few bad jokes to uncomfortable silence, picked up the mannequin, and walked off into the night. Never saw him again.

Would they have done that if they’d taken a class or had some coaching? Maybe. But more likely, they would’ve had better instincts and more professional judgment.

So, my advice? If you’re interested in comedy — any form of it — and feel unsure where to start, take a class. It can open doors, sharpen your instincts, and help you figure out whether this is the right creative path for you. And even if it’s not, it’s still a fun and valuable experience that gets you unstuck and moving forward.

Thanks for reading and as always – keep laughing!

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For comments, questions about workshops and coaching please email – Dave@TheComedyBook.com

Finding stage time in Los Angeles

Hey Dave – I won a contest for a trip to Los Angeles to appear in a commercial. Unfortunately, since I’m not in SAG-AFTRA (Actors Guild), I’m being buried in the background as an extra. I’m pretty stoked about the trip though. I’m hoping to hit one of the popular comedy clubs in Hollywood and see if they’ll let me do a guest set. I’m wondering if you have any recommendations. I’ll be there next week for six days. – S.

LA – where dreams can come true!

Hey S. – First, congratulations! Winning a contest for a trip to L.A. is very cool, even if they’re burying you in the background since you’re not in the actor’s union. Consider it motivation to get that SAG-AFTRA card — though, to be honest, I had mine for years and still got buried in the background plenty of times.

Here’s the scoop — and, of course, your experience might be different:

Unless you’re already a well-known or semi-known headliner or feature with credits and contacts who can vouch for you, it’s extremely tough to get stage time at the popular Hollywood clubs when you’re just in town for a week. The local comics have invested years hanging out, showcasing, networking, taking workshops, bringing paying audiences (“bringer shows”), and doing whatever it takes to get seen.

The bookers at clubs like The Improv, The Comedy Store, and The Laugh Factory need to spend their time on comedians they can actually book again soon. Giving a visiting comic a guest spot doesn’t help them much — unless you have a strong recommendation from a trusted regular (and I mean a real regular, not someone who’s just emceeing Monday open-mic nights).

I’ve been the talent booker at The Improv in L.A., so trust me — I know how this works.

So, to be blunt: it’s very unlikely you’ll score stage time at the big-name clubs during your short trip. But that doesn’t mean it can’t be a productive comedy visit.

Here’s what I recommend:

 

👉 Hit the open mics. L.A. has tons of them — Google “Los Angeles comedy open mics 2025” and you’ll find plenty. In fact, I just did and here’s a LINK. Always check that they’re still running — venues open and close fast. Call ahead or reach out to whoever books it. Some shows may ask you to bring guests; some may squeeze you in because you’re from out of town. You won’t know unless you ask.

👉 Check out the big clubs anyway. Even if you can’t get on stage, you should absolutely go watch a show or two. See how the pros work. Weeknight shows are best for watching up-and-coming comics; weekends are more touristy and packed with big names you can see on TV. You’ll learn a lot just by observing.

👉 Use this trip for inspiration. Wherever you find comedians, you’ll find comics hunting for stage time. It’s part of the grind. So, treat this trip as a chance to network, see what’s working in a major scene, and maybe make a few connections you can build on down the line.

Enjoy the commercial shoot, make the most of your free time, and soak up everything you can. Who knows? Maybe your next visit will be with a SAG-AFTRA card — and a real spot on the lineup.

Break a leg and have a blast in L.A.!

Thanks for reading and as always – keep laughing!

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For comments, questions about workshops and coaching please email – Dave@TheComedyBook.com

Personalizing and Customizing Performances for Corporate Events

Hi Dave – Can you give us a few examples of how to work event themes into your material for a corporate gig? What is the process like? – MD

Hey MD – When it comes to performing at corporate events, I’ve always believed that personalizing your act or presentation to fit the audience and occasion is essential. It’s not just something I do – major entertainers do it too.

How did they know that?

For example, several years ago, my cousin attended a corporate event in Florida where Jay Leno was the surprise performer. Having Leno on the bill was impressive on its own, but what really elevated the experience was when he mentioned the company by name and even referenced a few of the executives in the audience. Suddenly, it wasn’t just a great show – it felt like a one-of-a-kind event designed just for them. It’s one thing to hear a big-name comic joke about your city or current headlines, but when they reference your business or someone sitting a few tables away, it becomes unforgettable.

Event planners, executives, and employees love that kind of attention. It reflects well on the company, adds energy to the event, and makes the entire experience more engaging. A key way to make this happen? Performers who know their audience—and show it.

This is what we mean when we talk about personalizing or customizing material. Even if a comedian or speaker is delivering the same core act they performed a thousand miles away the night before, they’ll weave in references to the location, event theme, and audience members to make it feel special.

Think of it like this…

I’m a classic rock fan, so let’s use The Rolling Stones as an example. On tour, they stick to a fairly consistent setlist. That’s necessary – stage lighting, video screens, pyrotechnics, and choreography all depend on knowing exactly what song is coming next and where Mick and Keith will be standing when the fireworks go off.

It’s the same with big-name speakers or comedians. They have a program that works. Corporate clients are paying for that proven performance. But that doesn’t mean it can’t be tweaked to suit the crowd.

If the Stones are playing in Los Angeles, you can count on Mick kicking off with, “Hello Los Angeles—we’re rockin’ tonight!” Next week in New York, he’s not shouting out L.A.—he’s calling out New York City. A simple change, but one that creates connection.

Here’s another example from my own experience:

When I book comedians from New York or L.A. to perform near Cleveland, many of them aren’t familiar with the local scene. But the savvy ones will ask how they can relate to the crowd. One question I often hear:

“What’s a suburb near Cleveland that locals make fun of?”

No offense intended, but I usually tell them “Parma.” Then during their act, the comic tosses in a joke referencing Parma—and suddenly the audience feels like, this comic gets us.

Now here’s the truth: that comedian may not know anything else about Parma. But next week, in another town, they’ll ask the same question and swap in a different local punchline. That’s personalizing the performance – and it works. Audiences respond to it. Talent bookers and event planners love it.

What I Do for Corporate Bookings

When I book a comic or speaker for a corporate event, I include a short questionnaire with the contract. It’s the best way to learn about the audience and the company. Based on the answers, I’ll ask the performer to incorporate relevant material into their act.

Here are a few examples of what I might ask:

  • Is there a theme for the event?
  • What should we know about the city or event location?
  • Who are some key people in the company?
  • Are there any individuals you’d like us to spotlight – either for recognition or audience participation?
  • What are the company’s products or services?
  • Is there a rival company we can (respectfully) poke fun at – or one we should avoid mentioning?
  • Where do employees like to hang out after work?

The depth of personalization depends on how much the client wants to share – but even a few specific details can go a long way in creating a stronger audience connection.

What About Customization?

Earlier, I mentioned both personalizing and customizing. Here’s the difference:

  • Personalizing involves adjusting an existing act or presentation to reflect the audience or event.
  • Customizing means creating brand-new material specifically tailored to the client’s message, goals, or theme – and yes, it usually comes with a higher fee, because it involves extra time and effort.

A customized presentation starts with a deep dive. I’ll often interview the client, event planner, and key team members to learn about the company culture, industry challenges, and internal goals. The performer then builds their presentation around that material, while still staying true to the style that got them hired in the first place.

For example, if a speaker is known for expertise in communication, the client won’t ask them to build a presentation on accounting. Similarly, if they hire Carrot Top, they’re not going to request a prop-free, TED Talk-style set. You get what you’re paying for – but a smart performer can shape their material to suit your exact needs.

Just like The Rolling Stones wouldn’t skip Jumpin’ Jack Flash in concert, comedians and speakers know their core act is what the audience expects. But with the right information, they can personalize – or fully customize – it to turn a good performance into a great one.

And that’s what makes a corporate event truly memorable.

Thanks for reading and as always – keep laughing!

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For comments, questions about workshops and coaching please email – Dave@TheComedyBook.com

3 Lessons I Learned From a 30-Year Comedy Veteran – Dave Schwensen

By Siddesh Pai – “I Help Comedians, Humor Keynote Speakers & Entrepreneurs Enhance Their Personal Brand Through Targeted Newsletters | Standup Comedian”

Readers: You can locate Siddesh Pai through the following link on LinkedIn. This is an interview we did earlier this year and I liked it enough to share it. Thanks Siddesh and keep laughing!!

https://www.linkedin.com/in/siddeshpai/

3 Lessons I Learned From a 30-Year Comedy Veteran – Dave Schwensen

Talking comedy

Dave has been working in comedy for three decades. But he wants to make one thing clear: he’s not a stand-up comedian. To me, it felt like a writer who doesn’t read. But that’s exactly what makes him different—he’s spent his career booking, coaching, and writing on the business of comedy. In our conversation, he dropped some serious wisdom on why treating comedy like a business is the key to making it a career.

1) Comedy Can’t Be Taught—But It Can Be Coached

“I don’t believe you can teach comedy. What I think is funny, you might not. My kids certainly don’t think I’m funny.” I can’t tell you the Three Stooges are funny if you don’t find slipping on a banana peel hilarious, there’s nothing he can do to change that. This is where coaching comes in. Every comedian has a different style, a different rhythm, and a different worldview. Dave helps comics refine that—polishing the delivery, cutting the fat from jokes, and shaping a strong act. Because at the end of the day, you can’t teach funny. But you can help someone be funnier.

2) No One Is Going to Hand You Stage Time – You Have to Create It

“You can’t teach timing, you can’t teach delivery, and you sure as hell can’t teach stage presence. You have to get up there and do it.” Most comedians think getting better means hitting open mics over and over. But Dave has a different take – go where the audience actually wants entertainment. Clubs are competitive. You’re performing for other comics, waiting for their turn. But business events, fundraisers, and community groups? They’re desperate for entertainment. Your first gigs might be free, but that’s how you build momentum. One day, you’re performing at a Rotary Club for free. The next, someone offers you $500 to do the same set. Stage time is currency. The more you get, the faster you grow.

3) They Call It Amateur Night, But No One Is Trying to Hire an Amateur

A lot of comedians treat stand-up like a passion project. But the ones who make a career out of it? They treat it like a business. – Networking Matters – Hanging out with comics at open mics isn’t enough. Get to know bookers, producers, and event organizers. These are the people who can actually get you paid work. – Market Yourself – Being funny isn’t enough if no one knows you exist. Build a brand, create content, and stay on people’s radar. Your name should pop up when someone’s looking for a comedian. – Be a Professional – Show up on time. Have a tight five. Be easy to work with. Give people your business card. Make yourself easy to book. The comedians who get booked aren’t just the funniest—they’re the ones who treat it like a business.

Thanks for reading – and keep laughing!

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For comments, questions about workshops and coaching please email – Dave@TheComedyBook.com