Events & Entertainment Side Hustles
93 episodes feature people who built income around events and entertainment — DJs, entertainers, event planners, escape room operators, experience designers, and more. Events are inherently local and often underserved, which creates opportunity for people willing to show up in person.
- Atlanta Lawyer Walks Into Food Tour Biz
Akila McConnell quit her law firm, traveled for four years, and came home to launch Atlanta Food Walks — now the city's largest walking tour company. Side...
- Q&A: "I stopped delivering for my Patreon…"
An independent musician has a Patreon account funded by loyal fans. He's stopped delivering for three months, but the fans keep paying. What should he do? Side...
- First $1,000: "My music was played on a Romanian TV show…"
In this week's First $1,000 segment, we hear from a musician who licenses songs for placement in TV shows worldwide.… Side Hustle School Ep. 3453.
- Q&A: "How to go from prototype into manufactured product?"
How to turn a product prototype into manufactured goods for retail. Manufacturing sourcing and assembly strategies for makers. Side Hustle School Ep. 3398.
- First $1,000: City Government Staffer Leads Virtual Events
- TBT: The Tennessee Bachelorette Party Boom
- First $1,000: "I earn $3,000/month leading London walking tours…"
- Failure Friday: “They just weren’t interested in what we were selling…”
- TBT: Designer Scales Personalized Wedding Products to $1M+
- Q&A: “How do songs get licensed for background music?”
- Weekend Workshop: From Wedding Dresses to State Legislature
- Weekend Workshop: From Utah Piano Teacher to Digital Nomad
- First $1,000: Houston Homeowner Turns Studio Into Weekend Venue
- First $1,000: Musician Creates Loop Packs for Video Editors
- TBT: Lawn Sign Biz Expands to Wedding Décor Rentals
- First $1,000: Miami Divorce Planner Offers “Freedom Celebrations”
- First $1,000: Temporary Tattoo Artist for Events
- TBT: Austin Event Planner Goes Hard for SXSW
- Q&A: “I lead tours in Scotland … but I want to expand.”
- TBT: Wordsmith Officiant Elevates Wedding Rituals
- Q&A: “How do I launch a successful educational podcast for kids?”
- Q&A: “Should I make a tour guide app?”
- TBT: The Tennessee Bachelorette Party Boom
- Failure Friday: Halloween Festival Gets Rained Out
- Q&A: “An at-home escape room kit…”
- TBT: Hand Lettered Wedding Invites Are Here to Stay
- Failure Friday: “Fake Wedding Guest” Biz Fizzles Out
- TBT: Vancouver Bike Tours Takes Scenic Route
- First $1,000: City Government Staffer Leads Virtual Events
- TBT: Destination Wedding Officiant Travels Worldwide
- First $1,000: Spotify Musician Gets Paid for Yoga Streams
- Failure Friday: “The scavenger hunt turned into a rainstorm…”
- First $1,000: “I earn £2,500 per month leading London walking tours…”
- TBT: “Teaching pole dancing has been incredibly rewarding…”
- Failure Friday: “On the day of the wedding, a huge storm rolled in…”
- Q&A: “Are there any alternatives to Patreon?”
- Q&A: “I stopped delivering for my Patreon…”
- First $1,000: “It came from patience and vision boarding…”
- First $1,000: “My music was played on a Romanian TV show…”
- Failure Friday: “They just weren’t interested in what we were selling…”
- Las Vegas Wedding Officiant Bets on Red
- Q&A: Will this “all you can craft” event venue subscription work?
- Q&A: Can I market myself as a festival concierge?
- Q&A: “I’m building the world’s most difficult scavenger hunt…”
- Q&A: How can my tour business earn recurring revenue?
- Q&A: “Square refunded my customer’s payment!”
- Q&A: How do songs get licensed for background music?
- Q&A: “I’d like to be a medical claims adjustor, but for weddings”
- Failure Friday: “We made a ton of investment … then we decided to close.”
- Seattle Couple Creates New “Income LiveStream”
- Failure Friday: “My D.C. tour business was down 89%…”
- Origami-Loving Musician Doesn’t Mind Paperwork
- Family Trio Makes Marvelous Mask Magnets
- TBT: Florist Offers Nationwide, DIY Wedding Flowers
- TBT: Teaching the World to Play Saxophone
- Q&A: How can I use Spotify as a lead generation source?
- Social Media Fan Ties the Knot with Wedding Marketing
- TBT: Designer Scales Personalized Wedding Products to $1M+
- TBT: Epic Scavenger Hunt Becomes 6-Figure Income
- Q&A: How to go from prototype into manufactured product?
- TBT: Jazz Musician Becomes High Earner
- Atlanta Lawyer Walks Into Food Tour Biz
- Reddit Secret Santa Delivers Sack Full Of Adventure
- The Great Escape! Video Game Maker Creates Real-Life Puzzle Rooms
- Designer Performs Magic, Turns Dream Into Reality
- Second Grade Teacher Earns Second Income
- Wedding Planner Earns Passive Income with DIY Flowers
- Savvy Bride Turns Budget Wedding Into Six Figure Success
- Ad Agency Rep Designs Wedding Stationery
- Artistic Wedding Backdrop Offers Updated Photo Alternative
- Bucket List Becomes Swashbuckling Adventure Tour Company
- Wedding App Founder Exchanges Vows for Coding Book Biz
- Magician Brothers Make Money Appear From Playing Cards
- If At First You Don’t Succeed, Make DIY Journals
- Independent Musician Strikes Chord With Customized Love Ballads
- Marriage Inspires Theatre Captioning App & Service
- Policy Researcher Offers Private Tours of Nation’s Capital
- Newlywed Creates Floral Services That Can’t Wilt
- Atlanta Duo Gets Paid to Help Engaged Couples Elope
- Musician Turns Drum Lessons Into Six-Figure Podcast
- “Dessert Goals” Team Creates Sweet Success
- Snapchat Filters for Weddings Lead To $1,400 A Month
- Writing Duo Makes a Vow To Improve Wedding Speeches
- Woman Sells Hair Grips to Orthodox Jews & Drag Queens
- Holiday Body Butters Become $1,000/Month Side Hustle
- Food and Travel Writer Creates Food Tours in Marrakech, Earns $60k Annually
- Weekly Recap: Face Painting, Hand Grippers, & Wedding Bells
- Lost & Found: How Lost Property Helps a UK Woman Find Her Side Hustle
- Wedding Bells Ring Brighter if the Bride’s Not Broke
- $10,000 Side Hustle Helps Musician Land Full-Time Job
- Designer Illustrates Success with Personalized Wedding Products
- Epic Scavenger Hunt Becomes 6-Figure Income
- Renegade Museum Tour Guide Earns $2 Million
- WEEKLY RECAP: Karaoke, Tutoring, and Reselling
- Academic Advisor Creates Profitable Karaoke League
- Tango Adventures in Buenos Aires
- NYC Jazz Musician Builds $40,000/Year Blog
- Chicago Psychotherapist Becomes Ceremonial Wedding Officiant
- Fitness Pole Dance Studio Grows to 4 Locations