iPhone screen showing an email newsletter. The header reads 'Here's this week's deep dive:' followed by an image of Erin Rollenhagen, a blonde woman in a white top, with a quote bubble saying 'All of our business comes from'. The email discusses Erin's journey founding Entrepreneurial Technologies, a software agency in Iowa, in 2007.

Build your Bootstrapped Businesss to $250k in Revenue

Each week, I share tactics and strategies of how founders build sustainable businesses without venture capital

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Featured Content

A promotional graphic showing a person wearing glasses and a green hoodie with a social media-style card displaying 'Matthew Gira' with a verified checkmark and the text 'It takes longer than you think
Deep Dive

What I learned from 56 $250k+ businesses

Some of the key takeaways from the 2025 Bootstrapped Report
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Erin Rollenhagen, a blonde woman in a white jacket, stands in front of a stylized background of cornfields and a city skyline. A tweet-style overlay says 'All of our business comes from'.
Deep Dive

How Erin Rollenhagen built a million dollar software business in a recession

She built a thriving software agency in Iowa. From naive beginnings to a 20+ employee company, learn the strategy that fueled People-Friendly Tech's success for the last 17 years.
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Asia Orangio smiling confidently, wearing a black and white checkered top. Tweet-style overlay says 'Marketing isn't the real problem'. Background shows multiple screens with data visualizations and charts.
Deep Dive

She left VC-backed startups to build a $500k company

Asia Orangio and DemandMaven have built a $500k/year company by helping companies with growth operations.
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