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Speaker Series: Cyber Insurance & Your Insurance Co.

September 27, 2023 @ 8:30 am - 10:00 am

Rockland Trust Speaker Series:

What Your Insurance Company Won’t Tell You

About Your Cyber Insurance

Wednesday, September 27   8:30 – 9:45 am via Zoom

With Will MacFee


Expect to learn:

  • What Insurance Companies assume you have in place

  • How to prove you are doing what you say you’re doing

  • What you MUST do after a breach

Will MacFee bio:

Since 1989, Systems Support has worked with Boston and South Shore small businesses to help them use the best of enterprise technology. The company was started by brothers Brian and Willie MacFee. 

Brian MacFee grew up in Weymouth and went to Wentworth and Northeastern University after high school. Brian’s job as a Test Engineering Manager at LTX where he first encountered the IBM PC. In the late 80’s, Brian noticed these personal computers showing up on people’s desks, and became involved in networking them together, and productivity skyrocketed. After some conversations with his brother Willie, Systems Support was started on the front deck of Brian’s home. 

Fast forward to 2008, after installing over 7000 computers in over 50 schools in Boston and Providence, Brian assumed full ownership of the company in 2008 as Willie retired. Fast forward again to 2016 and Brian’s son Will joins the company. 

Will MacFee grew up in Marshfield and after school went to North Carolina State University for Nuclear Engineering. At school he worked on various simulation projects and passed the exam to operate the school’s nuclear reactor. After school, he worked for two years at the Nuclear Regulatory Commission in the Office of Nuclear Reactors. With the nuclear industry slowing down, Will joined Systems Support bringing the safety mindset from the reactor world. Coupled with the technical skills from networking computers during simulation research, Will learned quickly. 

Fast forward a few more years to 2023, and Brian retires on his 64th birthday. Will MacFee, his son, takes over as President of the company. Brian trained him well, and Will has helped the company meet the new challenges of running an IT business. 

Over the past few years, IT has rapidly changed from “digital plumbing” to security compliance. As cybercrime made headlines and hit businesses of all sizes, the needs of companies changed. Today, IT companies not only have to make sure everything works as expected but also must defend against cyberattacks like email compromise and ransomware. Every day the threat actors get better and we need to as well.  

Rather than take an approach of sealing every door and battening down the hatches, Will used another mantra from the NRC: “reasonable assurance of adequate protection”. There are plenty of common sense steps to take to protect a company’s data assets. No solution is perfect, and as long as one understands the risk the choice is easier for what actions one has to take.  

When you work with Systems Support, you have a direct relationship with the people providing the service. We hate bureaucracy (Will saw enough of it at the NRC) so we do everything we can to make it easy to do business with us. You will work with the same name and faces on a consistent basis, people who know your business and your people. When you work with us, you become part of the family. 


September 27, 2023
8:30 am - 10:00 am
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