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Samantha Scharff, CEO of Giphy Studios, tells the story of starting as a 21-year-old production assistant at SNL with no clue, saying yes,…

A stay-at-home mom started an event-planning business and hired college students to run parties for hosts. The episode covers delegating…

David Smooke, longtime media operator, bootstrapped Hacker Noon and the @ami publishing network to 600k subscribers and 10M monthly…

An Australian woman returned to face-painting as a side hustle after leaving her job and earns up to $4,000 per month booking parties and…

Frustrated by snobby triathlon forums, a man built a casual-triathlete Facebook group that grew to tens of thousands of members and now…

A New Zealand-based software developer designed digital lettering brushes for apps like Procreate, earning around $50,000 per year selling…

A Canadian skateboarder learned to screen-print sweatshirts in college and opened an Etsy shop earning roughly $1,000 per month. The…

The daughter of Ukrainian immigrants turned a love of thrifting into an online vintage clothing store selling one-of-a-kind pieces. The…

Joel Runyon discusses pulling himself up with no obvious skills into a portfolio of businesses by picking interesting problems and…

A director of operations at a senior center built a virtual training service on the side as a sustainable income stream. The episode covers…

Maya Prosor (Head of Partnerships, Lemonade) on impostor syndrome: childhood roots, why it shows up after promotions, and how to shake it…

An acrobatic mom turned her performance hobby into a circus-entertainment troupe that now employs 14 people. The episode covers growing a…

A new dad packaged random-acts-of-kindness kits for strangers, sparking a positivity movement and bringing in roughly $500 per month on the…

Susan Lee, Head of People at Warby Parker, discusses labels, childhood, politics, and self-identity after growing up with Korean immigrant…

After a layoff, a Denver man turned a personal hobby into a full-time business earning about $8,000 per month. The episode covers building…

A long-time dreamer of opening a gift store finally got one going in Santa Barbara, selling plants and succulents alongside gifts. The…

A public-health nonprofit employee began bidding on Salesforce consulting contracts on top of her day job, earning roughly $2,000 per month…

Austen Allred, after going through a failed company, created Lambda School, an income-share-agreement coding bootcamp that became a sizable…

A Canadian mom couldn't locate customizable letter boards on the market, so she started making and selling her own. The episode covers the…

After two failed starts, a software developer's web-development passion finally clicks and she builds a profitable side business. The…

An Ohio board-game enthusiast creates his own game and runs a Kickstarter campaign that vastly overshoots its $6,000 goal, ultimately…

A Massachusetts woman runs a service that rewrites men's online dating profiles, turning awkward bios into better matches. The episode…

An Australian freelance designer starts a publishing house aimed at female creatives, producing and collaborating on books and hiring…

A Toronto-based book lover with proofreading experience teaches others the craft, earning about $2,000 a month on the side. The episode…