Brad Winchester

CIC, CRIS
Brad Winchester
Director of Construction & Real Estate Practice
Partner

Get to know Brad

Favorite Smell
Campfire
Book I Recommend
Lonesome Dove
My Inner Beast
Bear
I’d Eat That
Unagi sushi
Favorite Game
Settlers of Catan
Motivated By
Improvement
It Takes Me Back
It takes me back
Hummingbirds
Hidden Talent
Hidden Talent
Juggling

Brad Winchester is a partner and director of the construction and real estate practice at M3 Insurance. He serves as a subject matter expert, strategist, and thought leader in this area and is responsible for sharing information on trends and issues that specifically impact the practice. Specializing in property and casualty insurance and risk management strategies, he helps design unique coverage solutions for clients in the construction and real estate industry.

In addition to his core focus, Brad leads M3’s efforts in the affordable housing sector, with a focus on affordable housing (Section 8 and 42), multifamily properties, industrial, office, retail, and commercial real estate. Brad works with a national portfolio of clients to manage complex risks and secure adequate insurance coverage tailored to this critical industry. His expertise is frequently sought after by organizations such as WHEDA and NAHRO, where he speaks on topics such as cyber liability in affordable housing. Brad also consults on a unique offering designed specifically for housing authorities across the country.

Beyond vertical construction, Brad has deep experience working with street and road contractors, including members of the Wisconsin Transportation Builders Association (WTBA). He understands the unique exposures faced by infrastructure contractors and helps them navigate insurance challenges related to heavy equipment, DOT compliance, and public works projects.

  • Earned degree in marketing from the University of Wisconsin-Madison School of Business
  • Played 12 years of professional hockey with the National Hockey League and American Hockey League
  • Joined M3 in 2016

Designations

  • Wisconsin-licensed property and casualty agent
  • Certified Insurance Counselor (CIC)
  • Construction Risk and Insurance Specialist (CRIS)

Involvement

  • Wisconsin Transportation Builders Association (WTBA), member
  • Associated General Contractors (AGC) of Wisconsin, member
  • Commercial Real Estate Development Association (NAIOP) – Wisconsin Chapter, member
  • American Heart Association, member
  • W Club and UW Hockey Alumni, member
  • UW Men’s hockey team, volunteer assistant coach

Insurance Expertise for Housing Authorities Nationwide

Brad Winchester provides specialized property and casualty insurance solutions for the affordable housing sector. Along with his team, he supports housing authorities and developers nationwide, leading on risk management strategies, specialized insurance offerings, and guidance tailored to this complex industry.

Our team is recognized for thought leadership in the space, with professionals regularly speaking at events hosted by WHEDA, NAHRO, and others on topics like cybersecurity and emerging risks. From Seattle to Washington, D.C., we help clients navigate challenging insurance markets with confidence.

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