
Deep Dive
What I learned from 56 $250k+ businesses
Some of the key takeaways from the 2025 Bootstrapped Report
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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.

Data built a $250k Ice Cream Shop
How a data scientist built a $250k ice cream shop before serving a single scoop.

Four Crashes Couldn't Kill This Business
How Geniuslink solved geofragmentation, survived four "revenue-cut-in-half-overnight" catastrophes, and emerged as the leading smart link platform for creators.

How do you measure the impact of innovation?
Every innovation has different timelines. It might be an innovation that has immediate impact. It also might be an innovation that takes generations to truly see the full impact.

Building a Business with Linkedin & AI
How Isabella Bedoya has grown her business to over $60k/month in revenue in less than a year with only LinkedIn & AI.

How Melissa Kwan automates webinars without the need of being on camera
What do you do when you run out of leads for your business? It’s a little scary when you don’t know where your next customer might be and you have to learn something new. For Melissa Kwan, enterprise sales are her bread and butter. It’s where she’s made multiple businesses successful and how she’s been able to be a successful entrepreneur. With her current venture, eWebinar, sales are quite a bit different.

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.

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.