The Smart Way to Join a Startup Team
I joined my first startup without doing any real diligence. A friend vouched for it and the upside seemed enormous. Here is what I check now.
Read full story >Expert advice for leaders in software companies. Covering leadership, team performance, operational efficiency, and growth strategies to help you scale.
I joined my first startup without doing any real diligence. A friend vouched for it and the upside seemed enormous. Here is what I check now.
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Ed-tech marketplace failures almost always trace back to the same problem: the user and the buyer are different people. BetterLesson figured this out through iteration, then built something durable by accepting the constraint.
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Following the herd in leadership produces exactly what chasing benchmarks produces in product: average results. The Embarc pivot, the EditMe call, and a Capsule coaching engagement all ran on the same principle.
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Most SaaS companies plateau between $5M and $20M ARR for the same reasons. Here is what separates the ones that break through.
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You can build something real without quitting your job - not as a side hustle but as a structured business. The distinction between a backup plan and a practice is the decision that actually matters.
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Most leaders with transparency problems are not lying. They are managing information. The gap between what people are told and what is actually happening is what erodes trust — not the bad news itself.
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