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Meet the Team


Senior Executive Associate


Cell: 608-212-1555


Senior Executive Associate


Cell: 314-488-3216

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Cell: 510-414-7301


Team Boss &

Chief Morale Officer

For all of your treat and cuddle needs, you can count on Biscuit.

Over the past 30+ years, Sherry Lessing has built her real estate business from the bottom up. She started at First Realty (now First Weber, Inc.) in 1989 with no sales experience, yet a drive toward success. She has been an unstoppable force in the real estate industry earning the title of 'Top Sales Agent' continuously since 1994! A wife, mother, friend, mentor, associate & powerhouse.

In 1998, Michael, Sherry's husband, joined her in real estate & the pair continued to build the business, working with buyers & sellers, tirelessly striving to give their clients the best buying and/or selling experience. As a team, the duo continued to excel in the real estate market. The combination of Sherry's extraordinary sales & negotiation skills and experience with Mike's problem-solving capabilities & affability allowed these two to stay atop of the Madison real estate market. We lost Mike in 2018 to cancer. He was not only a wonderful husband, father, mentor, friend, realtor but also such an important member of the Lessing Team & the First Weber family. He is loved and missed by all who had the good fortune to know him.

Amy, Sherry & Mike's daughter, joined the team in 2013 with a background in sales, instructional design & human resources. Amy, along with her dog Biscuit, have brought a new dimension to the team, creating new marketing tools, bringing a younger demographic into the team & helping the team to grow in the area of technology. (Biscuit is always happy to offer moral support, in exchange for a treat or belly rub - preferably both, in that order.)

In 2022 Sara Severson joined the team with a background in finance & customer service. Sara has great energy and drive and is quickly learning the ins & outs of the real estate business. 

We love the opportunity to work with new clients, referrals & of course, our recurring clients. Our goal is to treat each person, not as a transaction, but as a person, trusting us with their most important possession, their home. We give each person our respect, our time & provide them with the top tier of service. We look forward to working with you!

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