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Episodes

Common Financial Mistakes During A Deal With CWA

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June 16, 2026
Common Financial Mistakes During a Deal with CWA

Many doctors spend years building a successful practice but begin their transition without fully understanding the decisions that impact their long-term outcome.

In this episode of The Advisor’s Table, Brian and Michael sit down with CPA and Partner David Forbess and Financial Planner Zane Harris from Cain Watters & Associates to walk through some of the most common financial mistakes doctors make when facing a DSO deal.

They explore the tradeoff between immediate cash at close and rollover equity, the importance of being intentional with tax planning, and how owners can position themselves for stronger long-term outcomes beyond the transaction itself.

“The biggest pitfall is the number on the top of the page being your focal point. It’s a number your eyes gravitate to, but what you miss is the structure of the deal and the stipulations behind the number. Those two things are more important than the number itself.” — Zane Harris, Financial Planner at CWA

Key Takeaways for Dental Owners

  • Position yourself for the best outcome. Bad financial statements and not maximizing profitability before the transaction places you in a weak position when entering the market.
  • The right balance between cash at close and rollover equity is rarely a one-size-fits-all decision. How you view risk, liquidity, long-term wealth creation, and personal financial goals all play a role in determining what structure makes the most sense for you.

Why This Matters for Dental Owners

A deal isn’t just dollars and cents or numbers on a spreadsheet. This episode emphasizes why having a trusted team can help not just with your financial goals, but for navigating the personal side of a transition too.


Listen to the full episode above for the complete conversation with David Forbess and Zane Harris from CWA.

"Everything I did with 7 Pillars was not only thorough, detailed, and well done, it was enjoyable. I really had a great time working with all of them...The peace of mind that I had knowing that every 'i' was dotted and every 't' was crossed and that I wasn't missing something was huge."
Dr. Kelly Toombs, DDSPractice Owner
Dr. Kelly Toombs, DDS
"I can't even imagine doing this process on my own... not only the negotiations way more than paid for itself, but just the process of due diligence—the way that 7 Pillars walked me through due diligence—I barely had to do anything... I highly recommend 7 Pillars. They were phenomenal."
Dr. Hilton Goldreich, DDSMulti-Location Practice Owner
Dr. Hilton Goldreich, DDS
"7 Pillars made sure that we knew what we were getting into, what to expect, and questions we didn't even know to ask and you know they had the answer before we even knew we needed them...I just couldn't imagine doing it by ourselves. I would recommend 7 Pillars to anybody going through this process."
Dr. Jason Montgomery, DDSPractice Owner
Dr. Jason Montgomery, DDS
"One of the things that really stood out to me was that they were very direct. They were very honest about what the process was going to look like, what our involvement was going to be, and also what to expect."
Alix LaurainCEO
"7 Pillars were not forcing us into the marketplace... they were really willing to value our practice, see if this makes sense for us, and provide us with the information ahead of time. 7 Pillars is to us what we are to our patient... they had the information, I could ask questions, I could do some research on my own if I wanted, but they were the experts."
Dr. Kimber Holmes, DDSPractice Owner
"7 Pillars gave me the whole picture. They understood my practice, they understood the offers, they broke it down to that next level so that I really understood what the deal was. We felt that even towards the end and after our transaction took place that everybody was still there still working to make sure that everything got put to bed... everything was done to a sublime level."
Dr. Joseph GrayPractice Owner
"Once they've got a feel for who you are and what your practice is, they can connect you with the right people. 7 Pillars just went over and beyond what I think anybody else would do to help, and that's what really stands out with them. If I had to do it all all over again, I wouldn't use anybody but 7 Pillars."
Dr. Richard BoatmanPractice Owner
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