Deep Dive
What I learned from 56 $250k+ businesses
Some of the key takeaways from the 2025 Bootstrapped Report
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Making Candles Instagram Worthy Made Her $250K
Sara Jennetten built Blank Mason into a $250K candle-making experience by designing every detail to be Instagram-worthy from day one.
They turned one viral video into a $200K biz
Chris & Sara turned one viral van tour into a $250K business that lets them travel the world while doing work they love.
My Best Video Isn't the One with 120k Views
A look back at my 2024 creator journey: tracking weekly metrics, focusing on deep dives, and redefining success—less about viral hits, more about building a solid foundation for 2025.
8-Minute Proposals Built a $250K Email Business
How Allea Grummert turned her passion for email marketing into a $250,000 agency by mastering one perfect productized service.
100 Videos Led to Being Acquired by Fiverr
When no YouTuber would promote his dropshipping tool, Lior Pozin made 100 videos himself - a decision that led Fiverr to acquire AutoDS 8 years later.
One bootstrapped biz is solving the nursing crisis
From $40K credit card debt to $4M annual revenue: How one teacher built a bootstrapped business that's solving America's nursing crisis one student at a time.
How a $5,000 Lean Startup Experiment Became Michigan’s Innovation Hub
Launched above a Detroit bail bonds office with borrowed money and Ikea furniture, Bamboo has grown into a community that’s reshaping Michigan’s startup ecosystem.
From Classroom to $25M Software Agency
What happens when a professor trades lesson plans for business plans?
A Baby's Sleep Problem Led to a $3.5M Business
Liz Hilton couldn't sell her baby sleep product through retail or Amazon - until one TikTok video changed everything.
Why This Founder Said NO to Easy VC Money
When everyone was raising "free money" during the 2020 COVID boom, this founder did the opposite
She Got Paid for Her MBA Instead
Instead of paying for an MBA, Layla Pomper treated her business as her education and got paid $250,000 to learn while building ProcessDriven from an overqualified virtual assistant into a YouTube-powered operations consulting company.
The metrics of a successful online community
If you’re building your own online community, it’s really tricky to figure out what metrics to use for success. Thankfully, Circle provides some answers with their 2024 Community Benchmark Report
Save thousands on software tools with Secret
Save thousands of dollars on software you're already using.
My favorite online community platform
Community businesses are becoming a hot trend. Here is Matt's favorite online community platform.