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When Deals Get Weird: Stories You Don't See in the CIM

When Deals Get Weird: Stories You Don't See in the CIM

M&A Science · Jun 18, 2026

Real M&A stories reveal the "weird stuff" that truly tests practitioners, where deals are won or lost on surprises, psychology, and creativity.

A Simple Birthday Cake Can Clinch a Multi-Million Dollar M&A Deal

During a management presentation, the target CEO surprised the buyer with a birthday cake. This small gesture demonstrated a strong cultural fit, convincing the buyer to increase their offer and close the deal. It highlights the power of human connection in high-stakes negotiations.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Your M&A Process Is a Powerful Recruiting Tool for Top-Tier Advisors

By running a fair and culturally aligned M&A process, an acquiring company twice recruited the sell-side banker who ran the process against them. A great reputation in deal-making not only attracts better deal flow but also top talent who witness the process firsthand.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Delay Employee Announcements Until Closing to Mitigate 'Black Swan' Deal Killers

An M&A advisor recounts a deal that collapsed just before closing when the buyer died in a plane crash. The critical lesson was advising the seller to not inform their employees prematurely. This prevented mass anxiety and operational disruption when the deal had to be restarted from scratch.

When Deals Get Weird: Stories You Don't See in the CIM thumbnail

When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

M&A Teams Should Systematically Document Deal Surprises to Build a Predictive Playbook

An M&A advisor's team documents all surprises from closed deals, from landlord disputes to buyers changing the deal structure. This creates an internal knowledge base that helps them anticipate future obstacles and proactively address them, turning reactive problem-solving into a prepared strategy.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Assume Missing Financial Data Exists; Investigate the Source Process to Find It

A PE professional was told customer revenue data was unavailable. Instead of accepting this, he asked how invoices were made and found all the data on an old computer, saving weeks of manual entry. Always question claims of missing data and trace the process back to its origin.

When Deals Get Weird: Stories You Don't See in the CIM thumbnail

When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

An Emotionally Uncommitted Founder Can Derail a Deal at the Goal Line

A deal with two founders was about to sign when the less-committed founder hired an independent valuation firm. The firm provided an unrealistically high valuation, which he used as justification to kill the deal. Acquirers should address founder reluctance early, as emotional attachment can override a logical deal process.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Bankers Can Favor PE Buyers Over Strategics for Repeat Business Potential

In a competitive M&A process, investment bankers may give preference to private equity firms because they represent future deal flow (selling portfolio companies). A strategic acquirer lost a deal despite a higher valuation because of this dynamic. Strategics should recognize this bias and preempt processes when possible.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

A 12-Year Deal Pursuit Shows How Founder Indecision Erodes Business Value

An acquirer pursued a small accounting firm for 12 years. The owner was always interested but never ready to sell. By the time the deal finally closed, the business had significantly declined in value due to client attrition, costing both the seller and the buyer potential revenue.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Advise Founders Seeking Capital to Consider a Parallel Exit Process

A founder sought a $10M capital raise, but his advisor recognized the real need was a long-term strategic plan. The advisor ran a dual-track process, exploring buyers while preparing the capital raise. This educated the founder on strategic options, leading to a highly successful full exit.

When Deals Get Weird: Stories You Don't See in the CIM thumbnail

When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Background Checks on Silent Partners Can Kill Deals at the 11th Hour

An M&A deal collapsed a week before close after a background check on a seller's husband, revealed late in the process, uncovered a criminal past. This highlights the need to vet all key stakeholders and their financially-tied partners at the NDA stage, not at the finish line.

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When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago

Acquire a Distressed Target by Buying Its Debt and Becoming the Secured Creditor

During diligence, an acquirer discovered their target was on the brink of bankruptcy. Instead of walking away, they negotiated with the target's bank to purchase all its debt. This made them the secured creditor, allowing them to take ownership of the company through a controlled Chapter 11 bankruptcy process.

When Deals Get Weird: Stories You Don't See in the CIM thumbnail

When Deals Get Weird: Stories You Don't See in the CIM

M&A Science·2 months ago