Airbnb Hosting EP 143 A Comedian Walks into an Airbnb

Airbnb Hosting EP 143 A Comedian Walks into an Airbnb

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Show Notes:

The beauty of Airbnb is the trust people place in each other, allowing strangers to stay in their homes and sharing their space – and often their lives. Comedians are in the business of studying people and learning their stories, and today’s guest was fascinated by the concept of home sharing and curious to understand why people choose to host.

Jasper is chatting with Greg Schwem, a business humorist, corporate comedian, and syndicated columnist. He often travels for work, so Greg started adding an extra day to his trips and booking an Airbnb with an interesting profile. With their permission, he films a segment with each host and posts to his YouTube channel, A Comedian Walks into an Airbnb.

Listen in as Greg shares his unique Airbnb experiences, including a stay on an air mattress in a Volkswagen van and a trip to Miami Beach hosted by a ‘stripper turned house flipper.’

Topics Covered

How Greg chooses an Airbnb

Interesting profile
Extraordinary location/circumstances

Greg’s unique experiences

Row house in DC
Volkswagen van in Vail
Carriage house in Tulsa
Trendy loft in Chicago

Greg’s extraordinary host in Miami Beach

Former exotic dancer
Hosts property in Miami Beach
Career in real estate led to Airbnb
Owned rock and roll paraphernalia store
Very open about her past

How Greg approaches video production

Airbnb host is the star
His job is to get them talking

Why Greg is particularly suited to host an Airbnb-themed channel

Background in television news
Open to staying anywhere
Age adds a degree of humor (at 54, he’s often out of his element)
Interest in people and their stories

Greg’s plans for his channel moving forward

Continue to seek out interesting Airbnb hosts/experiences (i.e.: flea market shopping in Texas)
Pursue slot on a streaming video or network channel

Resources: “My Daughter’s Room Would Look Great on Airbnb” by Greg Schwem

Connect with Greg
A Comedian Walks Into an Airbnb YouTube Channel

Connect with Jasper

Twitter: @GetPaidForUrPad
Instagram: @GetPaidForYourPad

This episode is sponsored by where you can create a custom digital guidebook for your guests!

For More Information:

EP143: A Comedian Walks into an Airbnb

Video Transcript:

Welcome to Get Paid For Your Pad, the definitive show on Airbnb hosting, featuring the best advice on how to maximize profits from your Airbnb listing, as well as real-life experiences from Airbnb hosts all over the world. Welcome.

Jasper: This episode is brought to you by Hostfully, a company that helps you make beautiful guidebooks for your listing. Make your own at, and a special for Get Paid For Your Pad listeners, you’ll get a free guidebook consultation after you make your guidebook.

Hey, what’s up everybody? Welcome back to Get Paid For Your Pad. Today, we have a very special guest. He is a business humorist, corporate comedian, and syndicated columnist. His name is Greg Schwem. Greg, welcome to the show.

Greg: Thank you, Jasper. I’m glad you could have me. Appreciate it.

Jasper: Yeah. I’m looking forward to this episode. It should be a lot of fun, as you’re a comedian. So, you know, I’m expecting some funny jokes.

Greg: I’ll do my best.

Jasper: You’re based in Chicago, right?

Greg: Correct.

Jasper: And, tell us the story. You created a YouTube channel, and you reached out to me to check it out, and I did. You have some pretty funny videos on there, where you check out different Airbnb listings and you stay with an Airbnb host for one night. So, let’s talk about, how did you get into this?

Greg: Well, as a corporate stand-up comedian, I travel all over the country, and really, all over the world, doing shows for big business groups, and I always stay at very nice places, very nice hotels paid for by the company I’m working for. And that’s great, but I like a little variety in life, and about, I don’t know, I’d say about six to eight months ago, I became fascinated with the concept of Airbnb and the fact that people open up their homes to strangers, and in many cases, live side by side with them, and I thought it must take a very unique person to do that. And, really, as a comedian, any comedian will tell you that, really, our business is people. I am fascinated with meeting different kinds of people and talking to them. It’s really where I get a lot of my material.