Deep Dive
What I learned from 56 $250k+ businesses
Some of the key takeaways from the 2025 Bootstrapped Report
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How she makes $20k/month from 572 email subscribers
From corporate ghostwriter to $250k/year business owner: How Kendall Cherry found success by going smaller, not bigger - and why she thinks referrals are holding entrepreneurs back.
Why this founder shut down his $250k juice biz
How Jermale Eddie built - and mindfully closed - a thriving juice bar
From Upwork to a $1M Analytics Agency
MaryBeth Maskovas turned a $3,000/month Upwork gig into a $1M analytics agency. Learn the key strategies driving its growth, from repeat clients to strategic partnerships.
How an Actor Built a $700K Speaking Business
Discover how actor Eduardo Placer built Fearless Communicators, a $700K public speaking business. Learn how networking and events drove his remarkable growth.
How she built a $100 million biz with webinars
Uncover Amy Porterfield's journey from corporate worker to $100M online marketer. See how she leveraged Facebook, webinars, and email to build her course empire - starting with just a $267 launch.
How Two MBAs used their alumni networks to create a $1 million company
It takes a few swings to craft the perfect product. Follow Ben and Fred's journey from Yale MBAs to $1M furniture brand founders. See how Hugo & Hoby pivoted from B2C struggles to B2B success, leveraging alumni networks and craftsmanship.
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.