Origin · Est. 2012
Building the standard
for modern ownership.
Ownable is the work of Chris Sacchinelli — operator, author, and founder of Simple Holdings, a privately-held company built to buy, build, and back Ownable businesses.
Connecticut, USA · 14 years operating
The author
Chris Sacchinelli
In the early 2010s, Chris bootstrapped and exited a handful of seven- and eight-figure businesses. Those exits taught him what most founders only learn the hard way — success doesn't always feel successful. He had wealth on paper, but not ownership in practice.
So he stepped back. Slowed down. And started rebuilding — not for speed this time, but for simplicity, profitability, and endurance.
Over the past decade he has quietly constructed Simple Holdings, a long-term holding company designed to build, buy, and back Ownable businesses across the Main Street economy.
§ The obsession
Building systems that make small businesses ownable, process-driven, and profit-led — a business so valuable anyone would want to buy it, so profitable you'll never sell.
The biggest opportunity in business today isn't the next startup trend — it's stabilizing the backbone of the economy: the 36 million small and midsize businesses that create the jobs, support the communities, and quietly hold Main Street together.
The mission now: bring the sophistication of private equity to the soul of small business.
The platforms
Simple Holdings →
The family holding company — buying, building, and backing Ownable businesses for the long term.
Bootstrapper.ai →
The operating platform for profit-led, equity-first founders.
Bootstrapper Capital →
The capital arm — patient money for operator-led businesses.
SMB Accelerator →
Programs that install the Ownable Methodology inside small and midsize businesses.
Blue Collar Capital →
Simple Holdings' trades and services arm — durable blue-collar businesses built to last.
§ The standard
"An Ownable business is one so valuable anyone would buy it, yet so profitable you'll never want to sell."
— The Ownable Methodology
Frequently asked
About Chris & the Ownable ecosystem.
Who is Chris Sacchinelli?
Chris Sacchinelli is the founder of Simple Holdings, Bootstrapper Capital, and Bootstrapper.ai, and the author of the Ownable Methodology and the book OWNABLE: Liquidity Without Losing Control. He has bootstrapped, scaled, and exited multiple seven- and eight-figure companies and now builds, buys, and backs Ownable businesses.
What is Simple Holdings?
Simple Holdings is a holding company founded by Chris Sacchinelli that builds and operates durable small businesses to the Ownable standard. It is the operating arm where the Ownable Methodology is installed company by company.
What is Bootstrapper Capital?
Bootstrapper Capital is the investment arm of the Ownable ecosystem. It provides patient capital and operating partnership to bootstrapped founders building Ownable businesses, with a focus on profitable Main Street and lower-middle-market companies.
What is Bootstrapper.ai?
Bootstrapper.ai is the software arm — AI-native tools that help operators install the Ownable OS, document tacit knowledge, and run the Extraction Method inside their companies.
What is the SMB Accelerator?
The SMB Accelerator is the education arm — programming, curriculum, and community that teach the Ownable Methodology to small and midsize business owners.
Is Chris available for speaking or press?
Yes. Press, podcast, and speaking inquiries can be submitted through the Ownable contact page.