A Failure Friday segment about an online tutor whose growing business is disrupted when a helicopter parent makes sessions unworkable. The…
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1,908 episodes
An Australian expat relocates to Bali as a digital nomad and earns his first $1,000 as a freelance copywriter serving local businesses. The…
A Failure Friday segment about a listener who launched a coupon directory website but ended up spending more on the venture than he saved.…
A longtime candle hobbyist starts her own candle brand and reaches her first $1,000 in revenue after a few months. The episode focuses on…
A Failure Friday segment featuring a travel agent whose business collapses when a single group booking of ten clients is unexpectedly…
A serial side hustler builds an accessory dwelling unit (ADU) in his backyard and rents it on Airbnb for about $1,500/month in passive…
Inspired by a story about a student paying for college by breeding rabbits, an aspiring entrepreneur tries to start her own rabbit-breeding…
A wedding planner specialising in budget ceremonies shares how she built 'Budget Bliss Weddings' and began earning meaningfully from…
The owner of a scavenger-hunt side hustle sees a major corporate client booking turn into a disaster when rain hits on event day. The…
A photographer learns to shoot and upload stock photos to licensing sites, earning a small royalty each time one is downloaded. The episode…
An aspiring sock seller sets up at a trade show and discovers his credit card processing equipment isn't working, losing sales on the spot.…
A London-based guide leads paid walking tours on weekends and earns about £2,500 (~$3,000) per month doing so. The episode covers how he…
A new bookkeeper accidentally overstates a client's income on a tax return, leaving the client with a surprisingly large tax bill. The…
An Etsy seller shares how she started her shop and grew it to serve more than 1,500 customers. The episode covers early tactics for product…
A New England fisherman opens his own fishing tackle shop and runs it successfully until a big-box sporting goods retailer opens nearby and…
A woman builds an essential-oils business by customising blends and selling them at a local farmers market. The hustle now provides about…
An event planner specialising in weddings describes a wedding day that went spectacularly wrong after a major storm rolled in during the…
A listener runs a small business repairing broken phone screens and earns a few thousand dollars a month doing it. The episode highlights…
A short season-launch announcement for Season 7 of Side Hustle School. The host teases how the new season of daily side-hustle case studies…
A U.K. digital artist tried to launch an NFT project featuring 5,000 pieces of art. The initiative flopped: he sold roughly 10% of the…
A door-to-door home alarm salesman shares how he got started knocking doors, with top performers reportedly earning six figures despite…
A repeat 'caller from the North Pole' (a Christmas-themed framing) shares a story from his early days about a supply chain crisis involving…
Holly the Hula Hoop Hustler earns up to $2,000/month selling hula hoops on Amazon and reflects on how she made her first $1,000 and the…
A personal trainer launches a virtual shoe-fitting service that fails to gain traction, with no customers even at zero price. The segment…