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Episodes

HR Red Flags That Can Derail A Deal With HR For Health

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May 6, 2026
HR Red Flags That Can Derail a Deal with HR for Health

Some HR regulations can feel tedious, but when issues surface during the transition process, they often signal deeper operational gaps that haven’t been fully addressed. At that point, what looks minor can start to slow a deal down or even jeopardize it entirely.

In this episode of The Advisor’s Table, we sit down with Jill Hasselmann, Chief Growth Officer of HR for Health, to hear the gaps owners are facing in their practices.

Jill breaks down the most common HR surprises that surface during due diligence, and how combining healthcare-specific HR software with access to live HR advisors can help reduce employer risk and limit exposure to costly lawsuits.

“We need your employees taken care of, so that they can take care of your patients.” — Jill Hasselmann, Chief Growth Officer at HR for Health

Key Takeaways for Dental Professionals

  • Compliance is caring. HR regulations are not just to protect yourself but to create a healthy work environment.
  • HR regulations change twice a year. Having a platform and system in place can update your handbooks or documents for you.
  • Your employee handbook is like your constitution. Over 70% of practice owners have an employee handbook that is severely outdated.

Common HR Red Flags

  • Misclassified employees: Independent contractor vs. employee classification errors.
  • Missing or outdated employee handbooks: Policies that don’t reflect current labor law.
  • Incomplete I-9 documentation: A compliance gap that can result in significant fines.
  • Lack of proper termination documentation: Creates exposure for wrongful termination claims.
  • No harassment training records: Required in many states and expected by buyers.

Listen to the full episode above for the full conversation with Jill Hasselmann from HR for Health.

"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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