Side Project Startups

Software Engineering Daily is a podcast hosted by Jeff Meyerson that averages 20,000 downloads per day. The podcast generates close to $60,000/month in advertising revenue, demonstrating a successful monetization model for content-driven indie projects. Jeff shares insights on podcast production, guest interviewing, audience growth, and landing advertising partnerships.

ClickMinded is an SEO education and training business founded by Tommy Griffith that grew from a side project to generating over $40,000/month in revenue. Griffith built the business by teaching SEO knowledge and bootstrapping an email list, eventually reaching six figures in revenue and replacing his full-time salary. The company demonstrates the power of content-driven, expertise-based SaaS businesses that scale through educational positioning.

AJ bootstrapped Carrd from a side project to $1M ARR with just a 2-person team by focusing ruthlessly on product over marketing. The freemium model at $19/year pricing and viral 'Made with Carrd' links on every free site created a powerful network effect that grew the platform to 4 million websites. He later raised $2M not for capital, but to access AWS engineers and experienced advisors while maintaining the lean, profitable business model.

Milo is a content and newsletter platform for freelancers, founders, and creative entrepreneurs, started in 2009 as a side project called GraphicDesignBlender.com. It took 4-5 years before generating meaningful revenue, but now generates $8,000/month through sponsorships from relevant SaaS companies. With 30,000 email subscribers growing by 1,500/month, Preston has built a profitable business working only 5-8 hours per week while maintaining a full-time job.

John Nastor launched Hack the Entrepreneur podcast on September 5th and grew from 2,600 downloads in month one to 56,000 in month two through aggressive content production (3 episodes/week) and strategic partnerships. He built an email list of 943 engaged subscribers and generates consistent revenue through mid-roll ad spots ($300 per episode) on Midroll.com, earning enough to support a full-time living with a team of VAs, editors, and designers. He later partnered with Copy Blogger Media to create Showrunner.fm, a podcasting course and companion podcast.

Livestorm grew from $2M to $9M ARR in one year but nearly collapsed after expanding too broadly into meetings and sales demos, becoming a smaller version of Zoom. After a failed Series C, founder Gilles Bertaux rebuilt product-market fit by narrowing focus to enterprise webinars for European marketers in banking and pharma. The company now generates nearly $20M ARR with 3,500 customers, shifting from 85% monthly self-serve to predominantly enterprise annual contracts.

The SaaS Podcast, hosted by Omar Khan since 2014, has become a go-to resource for founders building SaaS businesses. Now at episode 300, the podcast features interviews with proven founders and industry experts sharing strategies and insights. The show has built a strong community through consistent, valuable content and genuine storytelling that resonates with early-stage founders.

Morning Brew is a business news newsletter founded by Austin Rief in college. Built with authenticity as a core value rather than immediate monetization focus, the newsletter grew through word-of-mouth referrals and Twitter engagement, with subscribers becoming brand ambassadors for the product.

Ajay Goel is an experienced entrepreneur who previously built Jangomail, an email marketing application that grew to over $5M in annual revenue before being sold to a private equity firm. He has since launched GMass, his second venture, after retiring and later deciding to return to building businesses.

Zamir Khan built Memento (formerly VidHug), a B2C product with a one-time payment model that defied typical SaaS wisdom. After years of slow growth, the pandemic triggered a surge that eventually led to a life-changing exit. His story demonstrates that unconventional business models and timing can still lead to success despite breaking traditional SaaS rules.

Postpone is a social media scheduling tool founded by Grant McConnaughey that grew from a New Year's resolution project to mid-six figures in ARR. The startup achieved strong growth through lean launching, doing things that didn't scale, and strategic pricing increases, while navigating platform risks with Reddit and Twitter. Grant joined TinySeed to accelerate growth with full-time focus.

Tom Merritt is a prolific content creator who hosts multiple podcasts including Daily Tech News Show, which has been running consistently for 10 years. He went independent in 2013 and was an early adopter of Patreon, building a sustainable business around creating daily content with discipline and process. Tom uses tools like ElevenLabs for his workflow and maintains a remarkable streak of consistent daily publishing without missing episodes.

Bluetick is a SaaS tool that Mike Taber bootstrapped as a side project alongside his podcast co-hosting duties. Over 15 months, it evolved from a side hustle to a profitable, full-time business, with Mike pivoting the product to better serve agencies at scale.

Colin Gray built The Podcast Host as a hobby project that grew into an audience, then launched Alitu as a SaaS product on top of that existing user base. The episode covers his journey from hobby hosting business to managing eight businesses simultaneously, eventually focusing on SaaS.

Flagsmith is a bootstrapped SaaS feature flag platform founded by Ben Rometsch after a decade running a software agency in London. The company grew from a cost-effective open-source side project to a significant software business used by major companies, driven by slow, sustainable growth without VC backing.

Randy Hetrick, former Navy SEAL and founder of TRX suspension training, launched Outfit, a mobile gym service that brings workouts to customers. The venture represents Hetrick's expansion into on-demand fitness services. Limited traction details are available in this source material.

Snapchat began as a Stanford design project by Evan Spiegel and rapidly became one of the world's most-used social media platforms. The company achieved such significant traction that Mark Zuckerberg made a multi-billion dollar acquisition offer within two years, which Spiegel declined. Today, Snap is valued at over $13 billion with ambitions extending beyond its flagship mobile app.

Dude Perfect started as a side project by Texas A&M students in the mid-2000s who posted trick shot videos on YouTube. After their first video went viral on Good Morning America, they spent five years building ad revenue and brand deals while working day jobs before committing fulltime in 2014. Today, their YouTube channel has more subscribers than the NBA, NFL, and NHL combined, and they've expanded into books, TV, live events, and a robust entertainment platform.

Rhett McLaughlin and Link Neal built Mythical, one of the most successful YouTube entertainment platforms, starting from their college days creating silly videos and songs for Christian events. The company has grown to over 75 million subscribers and 25 billion lifetime views by consistently creating engaging content including videos about hot peppers, songs, and creative experiments. Their long-term commitment to YouTube content creation before it became mainstream helped establish their dominant position in online entertainment.

Lily Hevesh built a massive YouTube presence (nearly 4 million subscribers) by posting domino trick videos starting at age 10, accumulating over a billion total views. She has expanded beyond digital content creation into launching her own domino product line and starting an agency to handle large-scale domino projects, while maintaining a commitment to prioritizing her craft over pure business growth.