Deep Dive
What I learned from 56 $250k+ businesses
Some of the key takeaways from the 2025 Bootstrapped Report
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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.
Sleeping in Boats Led to This $300k Studio
How Kylen Blom turned a college pitch competition into sleeping in boats around the Great Lakes and eventually building a $300k creative studio in Holland, MI.
NASA Writer to $1M Founder
From NASA writer to $1M web agency founder through mindset shifts and putting service before sales.
They Made $1 Million+ Going Against Google
Two bootstrapped founders proved that sometimes the best way to compete with a tech giant is to be everything they're not - simple, privacy-focused, and not free.
The Email Strategy Behind Her Template Business
Sam Vander Wielen turned a surprising conference moment into an $8M legal template business when entrepreneurs sought her legal advice instead of her health coaching.
Platform Risk: Surviving Apple's Catastrophic Changes
The company that calls itself a Phoenix. Learn how Geniuslink survived 4 different times where revenue was cut in half overnight.
Building with the same online marketing strategy for 13 years
Building a venture is a marathon, not a sprint. Learn how Buffer bootstrapped it's way to $18 million in revenue per year.
Building the alternative to Google Analytics
The throwaway tweet that led to the alternative to Google Analytics.
2023: Changing the definition of consistency
Matt's reflections on 2023. Becoming monetized on YouTube, 2 successful cohorts of the Accelerator, and what consistency really means.
From embarrassing MVP to six figure business
If you're not embarrassed by your MVP, you launched too late. Learn how a "scam" of a MVP grew to a successful six-figure venture.
Building a Company to Not Get Rich
A software startup as a non-profit. How Ghost grew from $0 to $6.2 million.
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.