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Expertise in Lower middle market M&A
Clarity in the Deal. Strategy Beyond It.
Focused on companies with $500k to $10m of EBITDA, Cayne Crossing provides diligence and financial leadership to help entrepreneurs make smarter acquisitions and build enduring companies.
Team focused on Your Success
Our Process
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About Cayne Crossing
Built by Operators. Trusted by Entrepreneurs.
At Cayne Crossing, we combine deep M&A experience with real-world operational insight to help entrepreneurs buy, grow, and lead businesses with confidence. Our team has advised on hundreds of acquisitions, invested across industries, and provides the financial partnership needed for long-term success.
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Median enterprise value
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Clients serviced in 2025
One Team. Every Side of the Table.
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Smarter Due Diligence
Quality of Earnings You Can Trust
Buying or selling a business? A Quality of Earnings (QofE) analysis is one of the most important steps you can take. It goes far beyond a simple review of financial statements—helping you uncover what’s really driving profitability, cash flow, and risk.
At Cayne Crossing, we approach QofE with the same rigor we learned at the Big 4, scaled to match the size of your deal. We dig into customers, vendors, employees, and bank data to reconcile what’s happening in the numbers with what’s happening in the business. The result? Clarity you can count on when making a major decision.
our Investments
Where We’ve Invested — and Why
We partner with searchers and small business operators to invest in businesses that are built to last. From landscaping and logistics to solar and food distribution, each investment reflects our hands-on approach, rigorous diligence, and long-term commitment to supporting exceptional entrepreneurs.
Our Services
What We Do
Our services are shaped by experience. We don’t just check boxes — we solve problems, close gaps, and move deals forward.
Our Process
A Smarter Way to Partner
From first call to post-close, our process is built to reduce friction, uncover value, and help you succeed long after the deal is done.
01
Understand the Opportunity
We dig in early — learning your goals, the business, and the deal dynamics to build a clear roadmap.
02
Analyze & Advise
From quality of earnings to tax diligence and structuring insights, we provide focused analysis and practical guidance.
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Stay Involved
Post-close, we offer working capital and opening balance sheet support and ongoing outsourced accounting & tax compliance.
Testimonials
Voices from the closing table
While every transaction is different, the feedback we hear is consistent. Our clients value insight, responsiveness, and having a partner who’s been in their shoes.
Sell-Side Engagement
Working with Cayne Crossing was a critical part of preparing our business for a successful transaction. You all went well beyond a standard engagement—taking the time to understand how our business actually operates, helping us transition our financials from cash to accrual, and delivering a thoughtful, objective Quality of Earnings analysis. Throughout the process, their professionalism and clarity stood out. I trusted their guidance enough to confidently introduce them to two friends/peers in our industry who are considering similar transactions.
Sell-Side Engagement
We truly appreciate the Cayne Crossing team who is consistently efficient, professional and collaborative. The group takes the time to focus on their client’s needs, timelines and the risks in a transaction and prioritize accordingly. They are our first call for financial diligence.
I just wanted to say a quick thank you for hopping on the call with the Seller and me earlier this morning. Walking through NWC together and getting to alignment on the final figure was incredibly helpful, especially on such short notice. Working with the Cayne Crossing team has been awesome, and I want you all to know how much I appreciate your responsiveness, effort, and care throughout this process.
Now CEO
I spent $25,000 for a QofE and Cayne Crossing saved me over $400,000 on net working capital negotiations alone. You can’t beat that ROI.
Now CEO
We recently engaged Cayne Crossing to perform a sell-side QoE….and my experience was outstanding! They were incredibly knowledgeable and great to work with.
Whenever I had a question, they were always quick to respond.
Sell-side engagement
Thinking about buying a business?
Let’s talk. We’ll help you understand what’s out there, what’s possible, and how to make your next move a smart one.
Cayne Crossing is a financial partner to entrepreneurs and investors, helping them acquire, grow and sell lower middle market companies.
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Note: Cayne Crossing employs CPAs but is not a licensed CPA firm.
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I also want to let you know I really appreciate your work on this project and very happy we chose your firm. It has been a pleasure working with the team.
I have been doing this work for 49 years (not a typo 😊) and I always enjoy working with people I learn something from.