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8 Transaction Killers and How to Avoid Them

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Deal Killers and How to Avoid Them

You hired an investment banker and ran an effective process. You’ve received tons of interest, dozens of Indications of Interest near or above your expected closing price for your company, and you’re feeling pretty good right now. Unfortunately, this is where the real work begins, and the results are in your hands.

Once you’ve agreed to terms on a Letter of Intent (LOI), the buyer’s job is to validate that their thesis about your business is accurate. The thesis is based on the market, product, and the team’s ability to execute. That means that they want to know that what you told them is true. Anything that causes the buyer to doubt the information is potentially threatening to the deal.

Get your facts straight

First and foremost, make sure that the data you provided your banker with during the discovery phase of the relationship is accurate. It’s not uncommon for systems to not reconcile because accounting systems and operational systems are often used for different processes and reporting. Still, there should be a rational explanation for the discrepancies, and it should always be footnoted.

CFO 

During the “selling phase” of the deal, the CFO’s responsibility is pretty light other than simply reporting on things they typically write on regardless. However, once the LOI is signed, the CFO’s responsibility goes into hyperdrive. Suppose the CFO didn’t correctly plan resources before this phase, their lack of ability to deliver will not only put their job in jeopardy after the transaction, but it will also delay the transaction, casting doubt on the team’s ability to execute.

 

Sales Traction 

The buyer’s valuation and thesis are predicated on the company continuing to perform up to and through the transaction’s closing. A common mistake made in the process is to take your eye off the ball, especially when it comes to revenue. It’s easy to get consumed by the resource requirements of closing the deal. However, if you don’t have a hyper-focus on maintaining your current revenue rate and deliver on projected revenue, the buyer will think that something is systemically wrong with the business. This can kill a deal.

Technology Land Mines

If your business relies on technology or your product IS a technology product, there are several land mines that you must consider addressing before due diligence. If you wait until diligence begins, it will be too late to fix certain things. Many buyers are now contracting with “Technical Diligence” firms like Crosslake Technologies to do technical audits. The buyers recognize that they may be great at understanding the fundamentals of the financing or operations of a business, but technology is an entirely different language. Proactive technical diligence work can mean the difference between a clean closing and a deal getting flushed.

Customer Management

 We had a deal last summer that brought this one home. The seller needed to sell for strategic reasons, yet the most significant customer was on the ropes for reasons unrelated to management. Businesses commonly sell for either a multiple of EBITDA (profit) or a multiple of Annual Revenue Rate (ARR). Regardless of which yours is, the loss or threatened loss of a strategic customer relationship will reduce revenue expectations and threaten a deal. At the very least, it will allow the buyer to retrade the deal at a lower valuation. Managing this customer relationship during the selling process is critical to the success of a transaction, especially if customer concentration is a lurking issue.

 

Hire the Experts

There are as many categories of attorneys as there are businesses. Just because someone has the title and is your friend doesn’t mean they should manage your transaction. I watched a deal almost get killed last fall due to a seller wanting to use their corporate attorney to run the transaction. We emplored them to use a reputable “deal attorney,” but they chose a friend of the corporate attorney who had been with them for years. Ultimately, the choice was a bad one. The mistake cost the seller hundreds of thousands of dollars in extra fees and created a credibility gap for the CEO due to poor judgment and decision-making.

The Tax Man

Several years ago, we were in the process of selling my first business. The deal looked great. A strategic buyer had submitted an LOI, and we were deep into diligence. Everything looked good, except the tax treatment of the deal became a sticking point in the transaction. Ultimately it got resolved; however, it was a great reminder that you need to consider the tax impacts of the deal and how it will affect you and the buyer. An appropriately-sized wealth manager working with a competent tax planner can be worth millions and can head off issues that could cause you to say no to a deal before you ever get there.

Expectations of Management

Nobody likes to be the “bad guy.” It’s also common for people to set optimistic expectations, especially entrepreneurs. The reality is, the process of diligence is stressful for everyone involved. If expectations about this aren’t communicated well in advance, some people may struggle to get through the process, sabotaging a deal. Ensure that everyone who needs to know is well-versed on what will happen in the process so they can plan for it in advance and keep the process on the rails.

At the end of the day, buyers will:

(1) trust that we’ve done our diligence on the company and won’t represent a company that we aren’t proud to represent

(2) trust the company to deliver on it’s promise.

If that trust is violated at any part of the process, the deal won’t get done.  Every issue listed above ultimately comes down to trust and integrity in the process.

Want help with guiding the preparation process? A seasoned Investment Banker can help provide valuable insights on how your company can achieve exit velocity.

To arrange a confidential call to discuss how Merit Investment Bank helps companies and their leaders prepare for and achieve exit velocity please call Todd Ostrander, Managing Director @ 253-377-5767  or email Todd.Ostrander@meritinvestmentbank.com or Book A Discovery Call

Merit Investment Bank, a leading middle market investment bank, with a specialization in building products, is honored to have served as exclusive advisor to VaproShield (“VaproShield”) in its sale to (Muncaster Capital.)

by: Merit Investment Bank

SEATTLE – October 31, 2025 – PR.com – Merit Investment Bank (“Merit”), a leading middle-market investment bank with deep expertise in the building products and construction materials sector, is pleased to announce that it served as the exclusive financial advisor to VaproShield, a premier manufacturer of high-performance air and water barrier systems, in its sale to Muncaster Capital, a privately held investment company based in Texas.

This strategic transaction represents a significant milestone for VaproShield, a recognized innovator in the building-envelope industry. For more than two decades, the company has pioneered the design and manufacture of high-performance, vapor-permeable air barrier (AB) and water-resistive barrier (WRB) membranes and accessories. Through its commitment to research, sustainability, and customer-focused innovation, VaproShield has become a trusted partner to architects, builders, and developers seeking to enhance energy efficiency, moisture control, and long-term building performance.

“The sale of VaproShield shows what’s possible when visionary founders create real value and plan strategically for an exceptional exit,” said Craig Dickens, Chairman of Merit Investment Bank. “We were honored to help align the company with the right partner, culture, and capital for its next stage of growth. This milestone reflects years of innovation, discipline, and thoughtful preparation leading to an outstanding outcome.”

The acquisition by Muncaster Capital, am ESOP, will provide VaproShield with additional resources and strategic backing to expand operations, accelerate innovation, and strengthen its presence in both domestic and international markets. Muncaster’s long-term investment philosophy aligns closely with Vaproshield’s mission to deliver environmentally responsible, high-performance solutions to the construction industry.

“VaproShield has built an exceptional brand through innovation, sustainability, and performance,” added Chris Barnes, Managing Director at Merit Investment Bank. “It was a privilege to advise such a forward-thinking team whose commitment to excellence andcustomer trust has made them industry leaders. This transaction delivers a strong outcome for shareholders and positions VaproShield for its next phase of growth.”

Legal counsel for the company was provided by Holland & Knight LLP. Merit extends its appreciation to Stephen McKay and the firm’s M&A team for their seasoned legal guidance and support throughout the transaction, ensuring a smooth and efficient closing process.

The company was also advised by Baker Tilly US, LLP. Merit acknowledges Preston Smith, Director – Transaction Advisory, and Michael Hurst, Partner – Tax, for their expert guidance and transactional support. Their technical insight and professionalism were instrumental in achieving a successful closing.

About the Buyer

Muncaster Capital of Texas, Inc. is a privately held holding company based in Ennis, Texas, primarily associated with the building materials and protective coatings industry. Established in 1986, it serves as the parent company for Polyguard Products, a leading manufacturer of high-performance barrier systems, air and moisture membranes, and protective coatings used in construction and infrastructure projects.

Muncaster Capital oversees operations focused on innovation, sustainability, and long-term business growth within the building-envelope sector. As a mid-sized, family-owned enterprise, it plays a strategic role in managing assets, guiding corporate development, and supporting Polyguard’s mission to deliver durable, energy-efficient solutions to the construction industry.

About Merit Investment Bank

Merit Investment Bank is a leading boutique investment bank focused on serving founder/family-owned middle-market, technology-forward companies. The firm principally executes sell-side M&A, as well transactions with specific emphasis on the building products technology, infrstructure, consumer, and manufacturing/distribution/industry 4.0 sectors.

In addition, Merit offers services including buy-side M&A debt and equity capital raises, restructuring advisory, business valuations, and project financing.

Securities offered through Finalis Securities LLC, Member FINRA/SIPC. Merit Investment Bank and Finalis Securities LLC are separate, unaffiliated entities

Contact:

Craig Dickens, Chairman

Merit Investment Bank

Craig.Dickens@MeritInvestmentBank.com

253-370-8893

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