Danger, Will Robinson
What keeps a deal from closing? What makes a deal blow up? I had the opportunity to spend a few hours with a dozen seasoned professionals from the M&A world recently and we compared notes on the warning signs and speed bumps that turn opportunity into disaster and deals into dreck.
What are some of the most powerful deal killers, according to this group of experienced professionals? Here are a few of their favorites:
- Bandwidth Gaps. Sellers underestimate the amount of time/energy/bandwidth needed to both run the business and engineer its sale. Deadlines get missed, balls get dropped, performance falters and a deal that looked solid on the way in quickly deteriorates—along with the target company’s performance.
- Economic Imbalance. No matter what the press release says, there are no mergers of equals. Too often, sellers fail to recognize and adjust to the economic imbalance between their organization and the acquirer. Excessive demands about post-closing prerogatives can convince the most ardent suitor to move on to Plan B.
- Fear of Commitment. There’s a difference between doing the deal and making it work. Frequently, the seller’s team will make it clear they lack commitment to delivering performance/value to the buyer after the deal closes. Nothing cools a buyer’s interest as much as recognition that the deal is a one-night stand.
- Inside Information. The seller ascribes its success to special knowledge of the market or pricing, the type of knowledge that seldom turns out to be real or legal. If the seller’s success depends on secret insights or a unique model, that success is likely to be very shaky.
- False Starts. Both sides race to get a letter of intent in place, without focusing enough on the details to be addressed. Too often, the parties waste money on due diligence for transactions that will never happen.
- Wake-up Calls. The seller who hasn’t planned for life after the sale suddenly wakes up and confronts reality. That blast of recognition is quickly followed by delays, new demands and the deterioration of a transaction process.
- Mid-course Maneuvers. Both parties enter the negotiation without clearly defined process, timelines or responsibilities. Negotiations and deliverables are transmitted by e-mail on an ad hoc basis, making it impossible to keep track of exactly who’s on first.
What did our panel miss here? What other roadblocks lead to failed transactions and, more important, what is the best way to avoid these obstacles?
About Michael Rosenbaum

Quadrant Five founder Michael Rosenbaum has walked the walk when it comes to building a business, so he can be a confidant and compatriot—not just an advisor—for clients. Rosenbaum worked his way up to president of a $35 million company with 300 people and 600 clients. Along the way, he managed operations, HR, IT, and marketing, and advised CEOS and CFOs at more than 200 companies.
Beginning as a newspaper reporter, he developed a specialization in business journalism and earned an MBA on his way to a 30-year consulting career. Representing both angel-backed startups and Fortune 100 giants, Rosenbaum identified the patterns and processes that drive success across a wide range of industries and business cycles.
He is well regarded for designing each performance-improvement process around specific client needs, capabilities, and culture, rather than pushing a pre-fab set of rules for clients to follow. He brings a unique set of skills to each engagement, including experiences as a company president, financial journalist, marketer, IR advisor, non-profit founder, author, and public speaker. Items of note include:
• Received the Order of Merit of the Republic of Poland in 2015 for non-profit work
• Honored for the Best Business Biography of 2012 for his fifth book, Six Tires, No Plan
• Frequent speaker on customer relationship value
• Sales instructor for Certified Value Growth Advisor certification program.
• Regional Communications Chair, YPO Gold
• Marketing Chair, AMAA’s Mid-Market Alliance
• Former Chicago Chapter Chair, National Association of Corporate Directors
Recent Blog Posts
- Business Insights from 2016 Campaigns
The 2016 U.S. election provides critical lessons for business leaders, and none of those lessons involves public policy issues or candidate…
Read more - CSI Fargo
The fake accounts scandal at Wells Fargo offers a stark warning for pretty much every business owner. Heed the lessons of this fiasco or you…
Read more - Customer (Dis)Service
Once again, Apple has updated the software for my IPhone and, once again, they’ve given me a bunch of stuff that I don’t want, don’t need, and a…
Read more - Tell Me Where It DOESN’T Hurt
You get to be a certain age and at least one of your friends ends up with a pinched nerve. Often, though, they “feel” the pain somewhere…
Read more - HOW DID WE GET HERE?
We’ve been asked to engage in more discussions of innovation lately, especially as it relates to cost-effective ways to improve performanc…
Read more