About Us

About Jeff Pierce

Jeff Pierce has a long history as a boater that began in early childhood when he learned how to sail and water-ski at the family’s cottage in northern Wisconsin. When his children were young, he taught them how to water-ski behind an 18’ speed boat. For five years, he owned a 27’ Sea Ray that the family enjoyed on the Fox Lake Chain. This was followed by a 37’ Sea Ray in Burnham Harbor for eight years. In 2006 Jeff purchased a 52’ Jefferson (the lead photo on the home page) that had been abandoned for four years. During the following two years, he painstakingly restored and updated Broke-R, doing most of the work himself. After 7 years with the Jefferson, he purchased a 1999 Sea Ray 460 Sundancer.

Jeff’s interest in boating led him to become a yacht broker after 35 years of sales and sales management in the computer and networking industries. During those years, he won numerous awards as a top performer. On 4 occasions he was the top performer in the company. Becoming a yacht broker for the past 20 years has been the fulfillment of a lifetime passion for boating. Additionally, Jeff has been a member of the Chicago Yacht Club for 25 years,

Professionally, Jeff is a member of the Yacht Brokers Association of America. In July 2007, he received a Florida salesman license and two years later a Florida Yacht Brokers license—becoming one of only 3 Florida Yacht Brokers in the Southern half of Lake Michigan.

In 2008, he passed the test to become a “Certified Professional Yacht Broker” (CPYB). He is one of only 17 CPYBs on the Southern half of Lake Michigan. 

Jeff has an Electrical Engineering degree from Purdue University and an MBA from the Univ. of Chicago

Windy City Yachts, led by Jeff Pierce, is dedicated to representing both buyers and sellers in the Chicago Harbors. As a member of the Yacht Broker Association of America (YBAA), we utilize standard YBAA contracts for all transactions, ensuring a professional and consistent experience for our clients. Jeff Pierce, a seasoned boater himself and a member of the Chicago Yacht Club, brings a lifetime of boating passion to the table. He is also a Certified Professional Yacht Broker (CPYB), a designation that reflects his adherence to the highest standards of ethical conduct and expertise in the industry.

In 2023, we sold nearly all our listings.
We are actively seeking new LISTINGS

What does the CPYB (Certified Professional Yacht Broker) designation mean?

  • A yacht broker who has passed a rigorous written exam
  •  A yacht broker who follows the Code of Ethics from the National Yacht Brokers Certification Program.
  •  A Yacht Broker who has completed the necessary continuing education requirements

There are only 3 CPYB brokers on Lake Michigan from Milwaukee to Saugatuck.

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