Episode Series · 215 episodes
Failure Friday Episodes
208 Failure Friday episodes are the most honest thing in the side hustle space. Real people share what didn't work -- and why. These aren't cautionary tales, they're learning machines. The side hustle that failed often became the foundation for the one that worked.
- Failure Friday: "My business partner was a convicted felon…"
Alan Perlman's drone training company (UAV Coach) brings in seven figures — but it started with a business partner who turned out to be a convicted felon. Side...
- Failure Friday: "I tried to sell something no one wanted…"
Birdie from Ohio tried to sell gift baskets for corporate alumni. No one wanted them — but she learned something valuable along the way. Side Hustle School Ep....
- Failure Friday: "We accept your proposal… to resign"
In this Failure Friday segment, Sean Ogle shares the story of pitching his boss a remote work proposal—and being walked out the door instead. Side Hustle...
- Failure Friday: "I decided to give money to Meta…"
In this week's Failure Friday segment, we hear from the creator of a writing program. She wanted to reach more… Side Hustle School Ep. 3450.
- Failure Friday: "We went all-in on applying for a $2 million grant…"
Why a $2 million grant application failed—and why it mattered for this educator's business. Side Hustle School Ep. 3436.
- Failure Friday: "We tried to be everything to everyone…"
Why trying to be everything to everyone nearly killed a 40-year litter removal business. Side Hustle School Ep. #3422.
- Failure Friday: "My Facebook page with 150,000 fans was taken over by hackers…"
How a 150,000-follower Facebook page got hacked and what Luke learned about protecting your audience. Side Hustle School Ep. 3408.
- Failure Friday: "I had to issue refunds and cancel 50 orders…"
Shopify seller cancelled 50 orders and issued refunds after accidentally bypassing inventory sync during a sales spike. Side Hustle School Ep. 3394.
- Failure Friday: "Perfect SAT Score" Tutor Gets Rejected by 100 Publishers
- Failure Friday: "A $300 mistake cost me $100,000"
- Failure Friday: "Our first trade show was canceled with no refund…"
- Failure Friday: “They just weren’t interested in what we were selling…”
- Failure Friday: “My virtual assistant was a fan of quiet quitting…”
- Failure Friday: “We opened the box and it was a totally different product…”
- Failure Friday: “Apple rejected my game before it even launched…”
- Failure Friday: The Multi-Platform Freelance Overload
- Failure Friday: When My Side Hustle Took Over My Life
- Failure Friday: Mobile Massage Service Gets Shut Down
- Failure Friday: “Good Political News” Channel Runs Out of Stories
- Failure Friday: Sugar-Coated Advice Crumbles Cake Dreams
- Failure Friday: Trademark Troubles Topple New Business
- Failure Friday: Overworked Freelancer Gets Stressed Out
- Failure Friday: The Virtual Workout Fitness Flop
- Failure Friday: Stock Photo Platform Lowers Commissions
- Failure Friday: Translation Mishap Derails Import Business
- Failure Friday: Why My “Alt MBA” Program Flopped
- Failure Friday: The Corporate Gig Where I Undersold Myself
- Failure Friday: The Challenges of Helping Smokers Switch to Vaping
- Failure Friday: Lessons from a Candle Subscription Box
- Failure Friday: The Downside of DIY Platforms
- Failure Friday: IP Complaint Ends Anime T-Shirt Venture
- Failure Friday: Coder’s App Flops on Product Hunt
- Failure Friday: Bouncing Back After Two Years of Discouragement
- Failure Friday: The Case of the Disappearing Developer
- Failure Friday: A Year Spent Writing the Wrong Book
- Failure Friday: How a $20,000 Mastermind Led Me Astray
- Failure Friday: Executive Function Coach Experiences Burnout
- Failure Friday: A Cautionary Tale of Blog Monetization
- Failure Friday: Lost Contract Leads to 50% Revenue Drop
- Failure Friday: ADHD Diagnosis Helps Frazzled Consultant
- Failure Friday: A Lego Reseller’s Lesson in Integrity
- Failure Friday: The SEO Consultant’s Outsourcing Oversight
- Failure Friday: Influencer’s Partner Deal Becomes Bitter Pill to Swallow
- Failure Friday: A Graphic Designer’s Brush with Copyright Catastrophe
- Failure Friday: Vintage Watch Restorer Learns Timely Lesson
- Failure Friday: Fashion Forward Idea Goes Solo
- Failure Friday: The Mobile App Marketplace Misfire
- Failure Friday: Tech Dream to Prototype Dilemma
- Failure Friday: Debugging a Modern Business Idea
- Failure Friday: The Co-Working Conundrum
- Failure Friday: Bali Housing Network Falls Flat
- Failure Friday: The Unexpected Inventory Overflow
- Failure Friday: AI Chatbot Goes Off the Rails
- Failure Friday: Monthlong Ad Budget Gets Spent in One Day
- Failure Friday: Strumming Into Silence
- Failure Friday: Useless Business Coach Fails to Help Side Hustler
- Failure Friday: Lost in the Code of Education
- Failure Friday: Organic Cosmetics Line Breaks Down
- Failure Friday: The Great Salt Lake Brewery Blunder
- Failure Friday: “I abandoned a growing email list…”
- Failure Friday: Lots of Followers, but Few Buyers
- Failure Friday: “I got banned on LinkedIn!”
- Failure Friday: Corporate Board Game Idea Fizzles Out
- Failure Friday: The Fitness App Fumble
- Failure Friday: Historic Ambitions, Modern Missteps
- Failure Friday: The Romance Writing Reality Check
- Failure Friday: The AI Assistant That Arrived Too Early
- Failure Friday: The Surprising Impact of Pricing Tiers
- Failure Friday: Follower Fallout from Buying Instagram Bots
- Failure Friday: Profitable Affiliate Website Peters Out
- Failure Friday: Working Remotely from Thailand Is Stressful!
- Failure Friday: He Bought a ‘Bored Ape’ NFT for $80,000
- Failure Friday: Financial Abundance Coach Charges Too Much
- Failure Friday: PayPal Freezes $50,000 in Ticket Fees
- Failure Friday: “Remote Year” Nomad Experiences Blogger Burnout
- Failure Friday: The Handmade Hustle Hassle
- Failure Friday: Gourmet Chef Gets Lost in the Sauce
- Failure Friday: The Autumn Sweater Stockpile Saga
- Failure Friday: Running a PR Agency Is Harder Than It Looks
- Failure Friday: Turns Out Ideas Don’t Magically Happen
- Failure Friday: Halloween Festival Gets Rained Out
- Failure Friday: “We didn’t realize every order was free…”
- Failure Friday: Chicago Coffee Roaster Grinds to Halt
- Failure Friday: Graveyard Yoga Fails to Entice Living or Dead
- Failure Friday: The Destination Yoga Retreat That Wasn’t
- Failure Friday: Don’t Forget to Renew Your Domain Names!
- Failure Friday: Bank Cancels TikTok Star’s Revenue Stream
- Failure Friday: Couples’ Intimacy Coach Fails to Spark Passion
- Failure Friday: “Once I knew I had ADHD, everything made more sense…”
- Failure Friday: The Dial-a-Poem Hotline
- Failure Friday: Ghost Tours Fail to Scare Enough Clients
- Failure Friday: Homemade Hummus Subscription Fails to Smash
- Failure Friday: “SnoozeCubes” Hustle Experiences Sleepy Sales
- Failure Friday: “Hangover Helper” Business Sobers Up
- Failure Friday: On-Demand Haiku Poet Shows Restraint
- Failure Friday: Professional Line-Stander Sits Down
- Failure Friday: Fortune Cookie Writer Fails to Foresee Profit
- Failure Friday: “Fake Wedding Guest” Biz Fizzles Out
- Failure Friday: Rent-a-Friend Fails to Launch in Tulsa
- Failure Friday: Chicken Rental Service Fails to Egg-cite
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