Why work
with CSP?

A Generational Shift in Small Business Ownership

Baby Boomers and Gen X currently own nearly 97% of all small businesses in the U.S. — about 32.2 million companies.
Over the next decade, these businesses will need new owners.

But many founders are still deeply involved in daily operations and may be unprepared for a clean handoff — often facing retirement hurdles like health issues, relocation, estate planning, or unexpected life events.

We’re Here to Make Transitions Smoother — and More Human.

At Chelsea Square, we acquire long-standing, community-rooted businesses and help them grow into their next phase — while honoring everything they’ve built.

We believe in respectful, win-win partnerships that:

  • Offer fair value to retiring owners

  • Create stability for employees and customers

  • Unlock growth potential for the future

Our goal is simple:

Help business owners move into their next chapter with confidence, while ensuring their life’s work continues to thrive.

How We Create Value


  • Optimize Processes and Systems

    We streamline financial reporting to eliminate guesswork, enhance operational clarity, and help qualify businesses for SBA loans — making them more appealing to future buyers.

  • Institutionalize the Day-to-Day

    We work closely with founders to extract and document core knowledge, creating repeatable, scalable systems that can run independently from the owner.

  • Invest in Growth

    From marketing to operations, we unlock new revenue channels and modernize business functions — without compromising the company’s original DNA.

We're a small team of operators and investors who care deeply about people, process, and long-term success. Reach out to meet the partners.

Ready to start a conversation?

Whether you’re running a beloved local institution or a fast-growing family business — we’d love to meet you.