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

Want to build a media asset your competitors can’t copy?Spacebar Studios turns B2B newsletters into profit centers — driving pipeline, authority, and long-term enterprise value.- 115k+ subscribers in compliance- 7-figure ARR driven by email- Built for SaaS, services, and niche B2B marketsFirst 6 founders this month get theirs launched for free.Reserve your slot here: https://www.spacebarstudios.co/inquireBrandon 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 - Intro00:00:44 - Starting the first agency while working at a SaaS company00:04:39 - Transition from side business to full-time entrepreneur00:08:35 - Negotiation lessons and structuring the earnout deal00:12:28 - Landing Oracle as first major client00:14:06 - Post-sale period and consulting work00:19:30 - Acquiring Planet Compliance - turnaround story00:22:05 - Starting Spacebar Visuals with $10k and co-founder search00:25:49 - Why the operator recruitment method works00:28:54 - Refining Space Bar Ventures' vision – incubations vs acquisitions00:32:36 - Sponsor: Spacebar Studios00:36:15 - Advice for growing HoldCo Builders & Private Equity Guy00:38:50 - Delegation lessons and becoming a better operator00:42:42 - Spotting talent early - why Ryan was the right co-founder00:44:32 - Current focus - growth over acquisitions00:47:34 - Raising capital vs staying bootstrapped00:50:02 - Cost-cutting and 'Vendor Day' – saving $100k/year00:53:58 - Strengths, weaknesses, and growth strategy00:57:35 - Why the $1M after-tax cash flow goal01:01:24 - Quickfire: best investment advice & favorite books----------------------------------------------Follow Mikk/PrivatEquityGuy on Twitter: ⁠⁠https://x.com/PrivatEquityGuyThis podcast is for informational purposes only and should not be relied upon as a basis for investment decisions.