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Two friends I know started a business together with a handshake and genuine excitement, split everything 50/50 without discussing what would happen...
I built a product around a problem I personally found genuinely interesting to solve, spent eight months on it, and struggled for two years to find...
I automated a task that should have been outsourced and outsourced a task that should have been automated, both within the same month, and the...
I turned down a term sheet once, a genuinely good one, and spent the next year bootstrapping instead. Every founder I knew who’d taken funding...
I once spent an entire weekend building a competitive analysis spreadsheet, twelve competitors, fifteen feature columns, color-coded cells comparing...
I answered a client’s message at 9:47pm on a Sunday because it felt easier in the moment than the discomfort of not responding immediately, a...
I put off firing my first genuinely poor-fit employee for nearly four months past the point I’d honestly known it needed to happen, hoping the...
I kept a product line running for nearly two years after I’d honestly started to suspect it was quietly hurting the business, specifically...
A specific, avoidable error made it to three consecutive client deliverables before I noticed the pattern, not because the underlying work was...
I spent most of my first month in business designing a logo. Three different versions, feedback from a dozen friends, hours agonizing over a shade of...
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