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2025 Next Gen Awards
National

Carolyn Brennan
Helped manage 32 assignments totaling 3.5 million square feet
Spearheaded initiatives to standardize operations and improve reporting
As Transwestern’s Vice President, Receivership Asset Services, Carolyn Brennan plays a pivotal role on Transwestern’s National Receivership team. In 2024, she helped manage 32 assignments totaling 3.5 million square feet and generating $2.3 million in revenue. She also spearheaded national initiatives to standardize operations and enhance reporting, enabling Transwestern to deliver consistent, best-in-class service across diverse markets and asset types.
With Bonnie Boden, Brennan co-created and leads training sessions to educate property teams on receivership management nuances. She also supports cross-market collaboration and operational alignment nationally.
Brennan has led Transwestern’s Make-A-Wish and Belonging initiatives, led the Chicago chapter of Transwestern Young Professionals, and developed a charitable partnership guide to streamline community involvement across property teams. She also serves on Transwestern’s Youth Outreach and Volunteer committees.
A member of BOMA Chicago’s Emerging Leaders Board, Brennan is involved with additional community endeavors like the Boys and Girls Clubs of Chicago.
Transwestern has honored Brennan with its Altitude Award,
These are just a few reasons we chose Carolyn Brennan as one of Connect CRE’s National 2025 Next Generation Award winners. Connect CRE’s annual Next Generation Awards recognize young leaders who will have a strong influence on the commercial real estate industry.