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Tag: Panel Discussion

Selling Smart: Building a Business a Buyer Can Believe In!

The Best Time to Prepare a Business for Sale Is When You Don’t Have to Sell It

Once a buyer is at the table, many of the factors that will determine value have already been established. Issues that arise are rarely easy to fix once a sale process begins. Solutions must be identified early and built into the business over time.

That was one of the central themes of Selling Smart: Maximizing Value Before You Exit, an October 1st panel discussion at Rockwoods in Otsego, MN that brought together perspectives from exit planning, business brokerage, banking, sales strategy, wealth planning and organizational leadership.

Moderated by Jaime Taets, Founder and CEO of Keystone Group International, the discussion included Gary Braun of Pivotal Advisors, Eric O’Brien of Commercial Realty Solutions, Doug Cook of Headwaters Strategic Succession Consulting, Robin Edgar of Wealth Progression Group, and David Miller of The Bank of Elk River.

While each panelist approached the subject from a different perspective, the conversation repeatedly returned to the same principle: a successful transition is built well before the transaction begins.

Buyers See Risk Differently Than Owners

Business owners know their companies from the inside out. They understand the people, relationships, systems and informal ways things get done. Over time, it is easy for those things to simply become normal.

For a buyer, thinking within this context is anything but “normal.”

Doug Cook described the distinction this way:

“Owners normalize risk and buyers magnify risk.”

When critical customer or vendor relationships remain primarily with the owner, when important decisions continue to flow through one person, or when there is little redundancy within the organization, a buyer sees uncertainty. Buyers typically deal with that uncertainty by reducing what they are willing to pay, changing deal terms, or walking away altogether.

Eric O’Brien reinforced that point from the transaction side. Financial performance matters, but once a business is on the market, buyers are also evaluating whether that performance can successfully transfer to them.

“They may make a decision not to buy at all. They may eliminate you as an option very quickly because of the fact that they see that risk.”

That makes transferability more than something that affects valuation. It can determine whether a transaction happens at all.

Predictable Revenue Creates Transferable Value

Risk also shows up in the way a company generates revenue.

Gary Braun emphasized the danger of customer concentration and sales organizations that depend too heavily on a few relationships or individuals.

“Whether you’re selling or just growing your company, there should be an effort to reduce that customer concentration as best you can.”

The same principle applies to the sales team itself. If most new business depends on the owner or one or two exceptional salespeople, a buyer has to ask what happens when those people are no longer there.

The stronger alternative is a repeatable sales engine: one where the company can demonstrate how opportunities are generated, how relationships are managed and how revenue can continue without depending upon a single person.

As Braun explained:

“If you can get a consistent and predictable sales engine going, the company’s worth a lot more.”

A Buyer Is Buying the Future, Not the Past

Historical financial performance establishes credibility, but buyers are not purchasing yesterday’s earnings. They are purchasing the opportunity to generate earnings after the transaction.

That means owners need to connect historical performance to a believable future.

Cook encouraged owners to develop a credible five-year strategy supported by realistic projections. A company that historically grows 8% annually cannot simply project 30% growth without explaining what will fundamentally change to make that possible.

“They’re buying an economic opportunity.”

That opportunity becomes more believable when an owner can clearly define the company’s customer value proposition and identify the core processes responsible for delivering it.

Cook described those elements collectively as part of the company’s intellectual property. Documenting them gives a future owner something far more useful than a binder full of generic procedures: it provides a roadmap for continuing to deliver the value customers actually buy.

The Business Also Has to Be Financeable

A seller and buyer can agree on a price, but that does not necessarily mean a lender will finance it.

David Miller encouraged owners to consider financing before taking a business to market rather than waiting for a buyer to discover a problem.

“Don’t wait for the buyer to go take this number to the bank and see if it’s viable. Take it to your lender ahead of time and see if they believe it’s viable.”

From a lender’s perspective, many of the same issues that concern buyers matter to the bank: customer concentration, dependence on the seller, historical cash flow, realistic projections and sufficient working capital following the acquisition.

The important lesson for owners is that value and financeability have to work together. A valuation that cannot be supported by the company’s cash flow or financed under realistic deal terms may not translate into an achievable sale price.

Build the Advisory Team Before You Need It

Another recurring theme was the importance of having the right advisors involved early.

Robin Edgar encouraged owners to think beyond having individual professionals and instead build a coordinated advisory team.

“All of these people around you should be able to talk to each other and have a communication around that. And that’s better for you.” 

The owner should not have to become the intermediary carrying information among the CPA, attorney, wealth advisor, banker, broker and other specialists.

O’Brien offered a transaction-oriented reason for assembling that team early:

“Time kills deals.”

Waiting until a transaction is underway to identify an M&A attorney, resolve tax questions, address financing problems or work through deal structure can create unnecessary delays at precisely the time momentum matters most.

Prepare the Owner, Not Just the Business

Selling a company is not simply a business transaction. For many owners, the company represents their largest financial asset, a significant part of their identity and the source of income that has supported their family for decades.

That makes personal planning inseparable from business planning.

Edgar encouraged owners to think about what happens after the transaction well before the proceeds arrive.

“Begin with the end in mind.”

That includes understanding taxes, post-sale cash flow, estate planning, family dynamics and how the proceeds ultimately need to support the owner’s next chapter.

It is also why exit planning should not begin by immediately changing the business. One of the first steps is understanding the value of the business and related real estate and connecting that information to the owner’s personal financial plan.

As Cook explained:

“You need to know your business’s value and what your current wealth is, and you need to know it’s protected. That’s the best mindset to then approach planning the business sale itself.”

Culture and Legacy Have Value Too

The discussion eventually moved beyond financial measures to something harder to quantify: culture.

Taets noted that buyers are evaluating whether the organization itself can withstand a transition.

“Having a really clear strategy and having a culture that can sustain the change of a transition. That’s really what they’re looking at.”

A leadership team that can execute without the owner provides evidence that the business can continue performing after a sale.

Culture can also influence the seller’s decision

Several panelists shared examples in which owners considered more than the highest purchase price. Employees, customers, legacy and the future direction of the company all mattered.

That points to perhaps one of the greatest benefits of preparing early: preparation creates choices.

A business that is transferable, financeable and attractive to multiple buyers gives its owner greater freedom to consider not only price, but also employees, culture, legacy and what life should look like after the transaction.

The Best Time to Prepare Is Before You Have To

One audience member asked how age should factor into exit planning. The answer broadened the discussion.

Exit planning is not simply retirement planning. Death, Disability, Divorce, Disagreement and Distress, the 5 D’s, can force a transition long before an owner expects one. Edgar encouraged owners to consider each of those possibilities and ask what would happen to the business and family if one occurred tomorrow.

That makes preparation valuable even for an owner who expects to remain in the business for another decade. Many of the things that make a business more attractive to a future buyer are the same things that make it a better business to own today.

Less dependence on the owner, more predictable revenue, stronger leadership, documented processes, a credible strategy for growth and a clear understanding of what creates value contribute to something far greater than financial gain alone: options.

Owners who begin early have more opportunity to improve value, choose the right timing, evaluate different types of buyers, protect employees and culture, consider their legacy, and make decisions based on what they want rather than what circumstances force them to do.

This may have been the most important takeaway from Selling Smart. Exit planning isn’t about deciding today when you’re going to leave your business. It’s about building a business that gives you choices when that day comes.


It can be too late to start that planning, but never too early. Don’t run out of time!

Schedule a private call with Doug


Douglas Cook is a Certified Exit Planning Advisor (CEPA) and is the Senior Value Advisor at Headwaters Strategic Succession Consulting, LLC. He specializes in helping business owners formulate exit strategies while helping to increase the transferrable value of their companies.


Creating Seven Day Weekends: Business Succession Panel Discussion

On Wednesday, September 18th, nearly seventy business owners, advisors, and community leaders gathered at Iron Street Distillery in St. Cloud, MN, for a dynamic panel discussion on succession planning, business valuation, and transition strategies. Hosted by Doug Cook, Owner of Headwaters Strategic Succession Consulting, and Wayne Elam, Owner of Commercial Realty Solutions (CRS), the event highlighted key challenges and strategies in preparing for a successful business exit. The panel, moderated by Joe Elam of CRS, featured expert insights from various fields, including business brokerage, planning, law, finance, real estate, and accounting.

Wayne Elam kicked off the event by reflecting on the 15-year journey of CRS, which has evolved from solely real estate brokerage into a trusted partner for business brokerage as well. “Many business owners have no idea how they’re going to turn years of hard work into cash,” Wayne shared, underscoring the importance of preparation. He introduced Doug Cook, who expanded on the concept of building value well before the sale process begins, highlighting that many businesses aren’t ready to go to market. “70-80% of businesses that go to market don’t sell,” Doug emphasized. “It’s never too early to start planning, but it can certainly be too late.”

The panel discussion addressed various aspects of succession planning. Alex Schoephoerster, Attorney at Moss & Barnett, provided a critical reminder about the workload involved in selling a business. “Selling your business can feel like a full-time job,” Alex noted, “especially when owners are already stretched thin running daily operations.” He stressed the importance of assembling a team early and being prepared for the intensive demands that arise as the deal progresses. “You’ll have questions coming at you from all sides — legal, financial, and operational — and without the right support, it can become overwhelming.”

Aaron Traut, CPA at CliftonLarsonAllen, echoed the importance of building a solid team, emphasizing the value of finding trusted advisors who share your vision. “Find your people,” Aaron advised. “It’s not just about reading books or listening to podcasts; it’s about working through issues within a circle of influence that you trust.” His advice resonated with many in the audience who are in the early stages of succession planning, illustrating that successful exits require strong relationships and experienced counsel.

Eric O’Brien, Business Broker at CRS, explained his role as quarterback in coordinating the sale process. “Your first impression is your best impression,” Eric said. He emphasized that careful planning and preparation are essential to making a strong market debut, but he also cautioned that deals often veer off script. “Quarterbacking isn’t just about guiding the sale forward; it’s about making sure the seller fully understands the process and acting in their best interests.” He specifically pointed to the panel’s extensive experience with deal flow, noting that this equips them to navigate various challenges that may arise during a sale. While they may not foresee every issue, their familiarity with similar situations allows them to react promptly, keeping the transaction on course and ensuring the best value for their clients.

Dan Nygaard, Senior VP and Lender at BankVista, emphasized that SBA lending is a fantastic financing option, serving as a safety net for banks and minimizing their risk. For sellers, thorough documentation is crucial to facilitate this process. Timely and accurate tax returns are essential; if any amendments have been made, sellers should ensure these are shared with buyers. Lenders will verify these details through tax transcripts before closing, and discrepancies can lead to delays. As Dan noted, “SBA is like an insurance policy for banks; it allows us to work with buyers who may otherwise be a little weak.” While the choice between SBA and conventional financing doesn’t always impact the sale itself, being proactive with documentation can help buyers secure the financing they need without unnecessary delays, and significantly enhance the overall transaction experience.

On the financial planning side, Dave Jacobs of Jacobs Financial focused on helping business owners prepare for life after the sale. “For many business owners, their company has been their paycheck for years,” Dave said. He urged owners to carefully consider how much they need to sell their business for to sustain their personal financial needs in retirement, including the potential tax implications. “Understanding the net result to your pocket is key,” he added, encouraging owners to plan for every aspect of the transition.

The event wrapped up with Doug Cook reiterating the importance of focusing on both profitability and the ease of business transfer when preparing a business for sale. “My role as Exit Planner is to take the planning burden off business owners,” Doug said. In doing so, he noted, owners can focus more intentionally on growing their most important financial asset: their business. His closing remarks left attendees with a clear takeaway: a well-planned succession strategy is not just about selling a business but about ensuring its continued success and securing the financial future of its owner.

Thank you to everyone who attended for participating and engaging in such a meaningful conversation. For those who couldn’t join us, we missed you and hope this recap proves helpful in your journey! Whether you’re just beginning to consider succession or are already deep into the process, we hope this event recap inspires you to take the necessary steps to secure both your financial future and that of your business.


It can be too late to start that planning, but never too early. Don’t run out of time!

Schedule a private call with Doug


Douglas Cook is a Certified Exit Planning Advisor (CEPA) and is the Senior Value Advisor at Headwaters Strategic Succession Consulting, LLC. He specializes in helping business owners formulate exit strategies while helping to increase the transferrable value of their companies.