Quick note: This newsletter is a collaboration written together with Calder Capital, a cross-industry mergers and acquisitions advisory firm with offices across the United States. Calder provides valuation, sell-side, and buy-side services. They are nationally recognized for excellence in advising $1-100M enterprise value transactions in manufacturing, construction, distribution, and business services. Calder serves business owners, entrepreneurs, family offices, financial buyers, and investors. Learn more at www.CalderGR.com.

How and Why to Source Off-Market Deal Flow

Great deals rarely appear in your inbox.

They’re found by buyers who take proactive effort to find them.

For many serious acquirers, from private equity groups and family offices to entrepreneurs, the challenges aren’t just buying the right company, but knowing how to find the right company in the first place.

That’s where off-market deal flow comes in.

Off-market deals happen quietly and one-on-one, without being listed for sale publicly. They’re often built on relationships, research, and trust.

Maybe your CPA or lawyer knows of a business that's for sale and can make the intro. That's a quintessential off-market deal.

Buyers who combine that approach with smart capital strategies, like those made possible through Pioneer Capital Advisory’s SBA financing programs, the advantages can be transformative.

The Power of Off-Market Deals

Off-market deals give buyers a competitive edge in ways that on-market opportunities simply can’t match:

• Custom fit: Without broker-imposed filters, buyers can target exactly the types of businesses they want proactively.
• Less competition, better pricing: Without auction dynamics, valuations stay closer to fundamentals, and buyers often pay a lower multiple of EBITDA. In addition, buyers often see a more favorable deal structure, in the form of more earnouts, seller notes, holdbacks, and contingent, performance-based payments.
• Personal outreach: Owners respond differently to direct, respectful outreach than to mass marketing campaigns or arms-length auction processes.
• Confidentiality and control: The process stays private, allowing both parties to explore opportunities discreetly.
• Financing flexibility: Buyers can often acquire strong businesses with less equity outlay and more favorable terms.

Pursuing off-market deals is a smarter, quieter, and more efficient path to a favorable Transaction, one that rewards preparation and partnership over speed and publicity.

Why Most Buyers Struggle to Build Deal Flow

When going off-market, acquirers run into the same barriers:

• Lack of time for outreach
• Limited administrative bandwidth
• Inconsistent and ineffective qualification of prospects.

Researching ownership, verifying contact data, and following up across hundreds of businesses is an enormous lift. Buyers often find themselves caught in a cycle, spending periods focused on sourcing deals and then shifting to closing them, only to end up back at square one once a deal closes or falls through.

How Calder Capital Solves the Deal Flow Problem

​Calder Capital’s Buy-Side M&A Advisory was designed to handle the work most buyers don’t have time for: strategic outreach, qualification, relationship-building, and deal management, which drive true proprietary opportunities and deliver favorable outcomes for our clients.

Calder executes multi-channel direct outreach, contacting targeted business owners seven times within two weeks through a combination of calling and emailing.

That persistence pays off: more than 40% of owners respond, and every qualified lead is personally interviewed to confirm fit before an introduction is made to the buyer.

Those introductions have helped buyers consistently acquire high-quality, off-market businesses, many of them financed through SBA structures in partnership with firms like Pioneer Capital Advisory.

Why Partnerships Matter

Even the most efficient sourcing process only works when it’s paired with the right financing partner. That’s why Calder Capital values relationships with firms like Pioneer Capital Advisory, whose SBA expertise helps turn our clients’ introductions into actual acquisitions.

Off-market deals often move faster and require tailored capital solutions. With Calder’s sourcing and Pioneer’s financing, buyers gain both the deal flow and the funding structure needed to move decisively when the right opportunity arises.

If you’re ready to go beyond the crowded marketplace and start building a proprietary pipeline, the team at Calder Capital is ready to help you find it, and Pioneer Capital Advisory can help you fund it.

A deal that Calder and Pioneer Capital worked on together

​Bryan Houck hired Calder Capital as his buy-side advisor for the acquisition of a marketing agency in Grand Rapids, Michigan; Pioneer Capital helped secure financing for the deal.

Check out this podcast that tells the story of Bryan's acquisition and how Calder & Pioneer helped in the process.

​

​

If you're buying a business, make sure to reach out to the Pioneer Capital Advisory team:

For pre-LOI buyers ready to explore opportunities: Schedule a meet & greet call​

Already have a deal under LOI and need financing help: Schedule an LOI consultation​

Whether you're beginning preliminary acquisition exploration or conducting due diligence on identified targets, we provide strategic guidance on financing options and lender introductions tailored to your specific circumstances.

Matthias Smith​
Pioneer Capital Advisory LLC

Disclaimer: The information in this newsletter is for informational purposes only and should not be considered legal or financial advice. Business buyers are encouraged to consult with their legal counsel and accountant to ensure the proper structuring of their transactions and to fully understand the tax implications of seller financing.

Thanks for reading! Feel free to reply directly to this email with any questions or thoughts.