The One System That Scaled from $3.5M to a 15-Company Portfolio (Sid Jashnani)

How Sid Jashnani scaled his firm into a portfolio of 15 companies and $77 million in revenue. If you’re an investor or builder, this is a masterclass in turning chaos into compounding cash flows.

Sponsors:
This episode is sponsored by CapitalPad, the marketplace that connects acquisition entrepreneurs with investors who want exposure to small-business deals. Operators list live deals in one place; investors get standardized terms, governance, and distributions. If you are raising for a deal, or you want to back great operators, visit https://capitalpad.com/ - A deal-by-deal private equity investing platform

Our sponsor Spacebar Studios builds and runs your newsletter end to end, so you stay top of mind with founders, brokers, LPs, talent and your customers without adding to your workload. Strategy, writing, design, sending, and list growth are handled. HoldCo Builders listeners also get a two-week free trial. Start with a free intro call at https://www.spacebarstudios.co/inquire

We discuss:
0:00 Intro: from systems integrator to 15-company HoldCo
0:34 Plateau at $4M: what wasn’t working
3:22 Discovering EOS: why it clicked and how to start
7:46 Sponsor CapitalPad: accredited investors invest in acquisition entrepreneurs
10:26 Owning product lines: vertical integration and moat
16:59 Rolling EOS across companies: the non-negotiable cadence
18:05 Before vs after EOS: escaping firefighting and gaining control
19:19 Sponsor Spacebar Studios: done-for-you newsletters for deal flow and trust
24:02 Accountability Chart: firing yourself from Ops the right way
29:05 Hiring via scorecard: finding the operator who can deliver
37:20 Eight Cash Drivers: terms, inventory discipline, margin expansion
49:02 Portfolio snapshot: 15 companies and current metrics
52:44 Build vs buy: when to create your own product
1:03:00 Raising a fund: de-risking and scaling the platform
1:06:54 Partnering with PE: timing, structures, and trade-offs

Support our Sponsors:
CapitalPad: https://capitalpad.com/
SpaceBar Studios: https://www.spacebarstudios.co/inquire

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This podcast is for informational purposes only and should not be relied upon as a basis for investment decisions.