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The Next Andrew Wilkinson? Building a 6-Company HoldCo (Bootstrapped with a 7-Figure Exit)

Brandon Pindulic sold his first company for 7 figures, then built Space Bar Ventures — a bootstrapped holding company with 6 cash-flowing digital businesses and zero outside capital. We break down how he starts, buys, and scales companies, the $10K bet that launched his most successful venture, and the traps that kill most HoldCos.

Timestamps:

00:00:00 - Intro

00:00:44 - Starting the first agency while working at a SaaS company

00:04:39 - Transition from side business to full-time entrepreneur

00:08:35 - Negotiation lessons and structuring the earnout deal

00:12:28 - Landing Oracle as first…

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