Negotiation Power: Creating Leverage in a Seller's Market

Jacob Oliver, January 2 2026

The middle market M&A landscape is changing. New stability may create opportunities for sellers who understand current dynamics and act strategically. This week, we’re looking at ways sellers can build negotiating leverage  going into the new year. Of course, the outcomes of any transaction are contingent on market conditions and a range of...

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Selling in 2026: Structure, Tax Planning, and Deal Protection

Jacob Oliver, December 17 2025

The M&A market in 2025 has been defined by a sharp, late-year turnaround. After a hesitant start in the lower middle market, conditions “thawed” in the final quarter as two Federal Reserve rate cuts in September and October lowered the target range to 3.75%–4.00%, injecting a much-needed bright spot for dealmaking. Financing conditions have...

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M&A Market Trends

A Warm Quarter in a Cold Year

Jacob Oliver, December 9 2025

Even as winter settles in, the M&A market is finally starting to thaw. 2025 opened with hesitation baked into every corner of the lower middle market. Deals were getting done, but only for companies that had cleared an unusually high readiness bar. Buyers had record levels of capital yet approached each transaction as if the downside risk...

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Business Valuation

Valuation Gaps in 2025: What Sellers Need to Know

Jacob Oliver, October 22 2025

The 2025 M&A market isn’t quiet, but it is selective. While the number of global private equity and venture deals is down nearly 6% year-over-year, the total value of those deals is up nearly 19%, according to S&P Global. That tells us one thing: fewer deals, higher premiums. Buyers are showing up. But only for the best-prepared

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Sell-Side

Why "Good Enough" Won't Sell Your Business in 2025

Jacob Oliver, September 25 2025

Most business owners assume they will be ready to sell when the time comes. Profitability is strong. The team is capable. Customers are loyal. The number in their head feels reasonable. Generous, even. But in 2025, readiness is not a feeling. It is a discipline. Buyers are no longer rewarding potential; they are rewarding proof. And...

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Business Preparation

Top Questions to Ask Before Hiring a Capital Advisor

Andy Riethmaier, July 28 2025

Hiring a capital advisor can be a game-changing move for your business, but not all advisors are created equal. Before you sign a contract, here are key questions you should ask to make sure you're choosing the right partner for your needs: 1. What experience do you have in my

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Understanding the True Cost of Capital: What Every Founder Needs to Know

Andy Riethmaier, July 14 2025

Raising capital is often seen as a major milestone and rightly so. But too often, founders and business owners celebrate a successful raise without fully understanding the long-term cost of that capital. The true cost of capital goes far beyond interest rates or equity dilution. Whether you're funding growth, an acquisition, or a runaway...

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Big Mergers, Big Moves: How These Major Acquisitions Turned Out

Andy Riethmaier, July 7 2025

1. Googles $50 Million Bet on Android (2005) Back in 2005, Google quietly bought a small mobile startup called Android Inc fir just $50 million. At the time, it barely made headlines, But today that move is considered one of the best tech acquisitions of all time. Android now powers the vast majority of smartphones globally, and Googles ecosystem...

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Equity Splits

Andy Riethmaier, June 30 2025

Splitting Equity with co-founders, early hires, or investors might feel like a casual handshake at the beginning, but its one of the most critical decisions you'll make in your startup journey. Get it wrong, and you could face resentment, legal headaches, or even the collapse of your business. Get it right, and you'll build a strong foundation...

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Should You Wait for The "Right Time" to Take Out a Loan?

Andy Riethmaier, June 23 2025

When it comes to borrowing, timing can feel like everything. Interest rates, market trends, and economic conditions all play into the decision. Yes, Interest rates are important. A lower rate can certainly reduce your cost of borrowing, but waiting for rates to drop can come at a cost too, like missed opportunities, delayed growth, or even...

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