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70 - Why Most Startup Support Systems Fail Founders

Most startup advice focuses on founders. Gregory Shepard thinks that misses the real problem.

After building and selling multiple companies, investing across the startup ecosystem, and spending years researching startup failure, Gregory came to a different conclusion: founders are often operating inside fragmented systems that were never designed to scale.

In this episode, Gregory breaks down why startup support infrastructure continues to fail founders, how fragmentation creates operational drag across the ecosystem, why AI will accelerate both disruption and consolidation, and why scaling…

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