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The 2025 Bootstrapped Report

The data on how others built to $250k

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Deep Dive

What I learned from 56 $250k+ businesses

Some of the key takeaways from the 2025 Bootstrapped Report
January 21, 2025
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A promotional image showing a warehouse setting with stacked cardboard boxes and shelving. In the foreground is a text bubble containing 'YouTubers wouldn't help...' and 'Lior Pozin' with a verified checkmark. There is also a person wearing a light blue button-down shirt sitting casually in the foreground against the warehouse backdrop.
Deep Dive

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.
November 28, 2024
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A YouTube thumbnail featuring a social media post-style text overlay reading 'I quit referrals completely' with the name 'Kendall Cherry' and a verified checkmark. The main image shows a person in a cozy red sweater and jeans sitting casually on a white desk with a laptop and office accessories. The desk setup includes a desk lamp, alarm clock, and other office supplies in a modern, minimalist workspace.
Deep Dive

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.
November 12, 2024
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A split image showing Jermale Eddie, a Black entrepreneur in a black suit and gold tie, smiling confidently against a backdrop of colorful fresh fruits and produce. Above him is a social media-style text bubble with his name and verified checkmark, and the quote 'I chose me instead'. The background features a juice bar counter with assorted fruits including oranges, apples, and grapes.
Deep Dive

Why this founder shut down his $250k juice biz

How Jermale Eddie built - and mindfully closed - a thriving juice bar
October 29, 2024
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The image shows a composite design featuring a social media post and a photograph of a woman, set against a futuristic background with green and blue digital elements. On the left is a mock social media post with a profile picture, the name "MaryBeth Maskovas" with a verified blue checkmark, and the text "You have no business being employed" in large black font. On the right is a cut-out photograph of a woman with long brown hair, wearing a gray shirt and holding a laptop with an Apple logo. She is smiling at the camera. The background features abstract digital patterns suggesting data streams or server racks, predominantly in shades of green and blue. This image appears to be commenting on employment or business, potentially related to social media presence or digital entrepreneurship, though the exact message is ambiguous without further context.
Deep Dive

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.
October 15, 2024
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Eduardo Placer grinning widely, with a tweet-style overlay saying 'If you can clean toilets...'. Background shows a nighttime city skyline with illuminated windows.
Deep Dive

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.
October 2, 2024
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Amy Porterfield smiling in a yellow blazer, with a tweet-style overlay saying 'You need a 10% edge'. Background shows a modern office interior with shelves and decor.
Deep Dive

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.
September 24, 2024
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Deep Dive

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.
November 28, 2024
Read More
Deep Dive

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.
November 12, 2024
Read More
Deep Dive

Why this founder shut down his $250k juice biz

How Jermale Eddie built - and mindfully closed - a thriving juice bar
October 29, 2024
Read More
Deep Dive

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.
October 15, 2024
Read More
Deep Dive

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.
October 2, 2024
Read More
Deep Dive

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.
September 24, 2024
Read More
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Software

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
February 28, 2024
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Software

Save thousands on software tools with Secret

Save thousands of dollars on software you're already using.
September 30, 2023
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Software

My favorite online community platform

Community businesses are becoming a hot trend. Here is Matt's favorite online community platform.
August 6, 2023
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