Bootstrapped Web 2025 Mid-Year Update
13 snips
Aug 21, 2025 The hosts dive into their mid-year reflections, sharing summer stories and family adventures. They discuss the emotional weight of transitioning back to school and their personal journeys in business. From navigating growth challenges after hitting one million in revenue to their exciting new ventures, their insights are invaluable. A unique focus on YouTube marketing reveals strategies for audience engagement and monetization. Lastly, they explore AI-driven solutions designed to assist small businesses, emphasizing the importance of adaptability in a changing landscape.
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Rocket Ship Growth Hit A Sudden Wall
- Jordan described rapid growth from ads that led to his biggest months ever and a brief euphoric mindset.
- That growth peaked near $1M ARR and then friction arrived, forcing a hard reassessment of strategy.
Top-Of-Funnel Vanity Metrics Can Mislead
- Jordan realized optimizing for cost-per-signup misled them because signup quality changed across channels.
- Algorithms shifted user quality and they mistakenly pulled budget from high-converting campaigns.
Don't Chase Lowest Cost Without Quality Checks
- Avoid reallocating ad budget to a single low-cost channel without checking downstream conversion quality.
- Monitor conversion behavior across channels and keep some budget on proven converters.