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The Next Andrew Wilkinson? Building a 6-Company HoldCo (Bootstrapped with a 7-Figure Exit)
Manage episode 499672773 series 3661139
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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 major client
00:14:06 - Post-sale period and consulting work
00:19:30 - Acquiring Planet Compliance - turnaround story
00:22:05 - Starting Spacebar Visuals with $10k and co-founder search
00:25:49 - Why the operator recruitment method works
00:28:54 - Refining Space Bar Ventures' vision – incubations vs acquisitions
00:32:36 - Sponsor: Spacebar Studios
00:36:15 - Advice for growing HoldCo Builders & Private Equity Guy
00:38:50 - Delegation lessons and becoming a better operator
00:42:42 - Spotting talent early - why Ryan was the right co-founder
00:44:32 - Current focus - growth over acquisitions
00:47:34 - Raising capital vs staying bootstrapped
00:50:02 - Cost-cutting and 'Vendor Day' – saving $100k/year
00:53:58 - Strengths, weaknesses, and growth strategy
00:57:35 - Why the $1M after-tax cash flow goal
01:01:24 - Quickfire: best investment advice & favorite books
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