Wintrust Financial
Wintrust Financial Corporation is a financial services holding company headquartered in Rosemont, Illinois, with assets exceeding $18 billion. The company operates primarily in the Chicago metropolitan area, southern Wisconsin, and northwest Indiana through its network of community-oriented banking subsidiaries. Wintrust offers a range of services, including personal and commercial banking, mortgage origination, and wealth management. Its Community Banking segment provides deposit accounts, various types of loans, and cash management services to individuals and businesses. The Specialty Finance segment focuses on commercial insurance premium financing and short-term accounts receivable financing, while also offering administrative services such as payroll processing and treasury management. Established in 1991, Wintrust is committed to delivering comprehensive financial solutions tailored to meet the needs of its diverse clientele.
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9 past transactions
Macatawa Bank
Acquisition in 2024
Macatawa Bank Corporation is a bank holding company based in Holland, Michigan, that operates Macatawa Bank. Established in 1997, the bank offers a range of commercial and consumer banking services, including various deposit accounts such as checking, savings, and certificates of deposit. Its lending portfolio encompasses commercial and industrial loans, commercial real estate loans, residential mortgages, and consumer loans like automobile and home equity lines of credit. Additionally, Macatawa Bank provides financial planning, asset management, and trust services, alongside internet and mobile banking options. The bank caters to a diverse clientele, including individuals, businesses, nonprofit organizations, and government entities. As of early 2020, Macatawa Bank operated 26 full-service branches across Kent, Ottawa, and northern Allegan counties in Michigan.
P1 Dental Partners
Debt Financing in 2023
P1 Dental Partners is a dental partnership organization consisting of an affiliated network of successful, established dental practices across the Midwest. It brings together engaged dentists to collaborate across multiple offices, supporting safe, high-quality patient care while promoting the adoption of best practices in technology, treatment, and operations.
CAC Specialty
Debt Financing in 2023
Founded in 2019, CAC Specialty is a Denver-based insurance brokerage and investment banking firm. It offers expertise across various insurance services, including claims management, mergers & acquisitions advisory, capital raising, contingent risk solutions, property & casualty insurance, and structured financing.
SageSure
Debt Financing in 2023
Founded in 2009, SageSure is a tech-driven managing general underwriter specializing in coastal residential and commercial property insurance. It offers over 50 competitively priced products across 14 states, serving approximately 415,000 policyholders with $850 million in-force premium. SageSure pioneers property insurance through its online quoting platform and advanced risk modeling technology, distributing products via a network of over 11,400 producers and brokers.
Apervita
Venture Round in 2019
Apervita is a healthcare technology company dedicated to transforming quality measurement and care delivery. It aims to create a Learning Health System, driving better outcomes and cost efficiencies across the health ecosystem. The company has earned recognition from industry leaders such as Gartner and CIOReview, and has been certified by the National Committee for Quality Assurance (NCQA). Apervita works with prominent organizations like Optum Ventures and Pritzker Group Venture Capital to grow its business.
The Mom Project
Seed Round in 2018
The Mom Project is a digital platform that connects professionally accomplished women, including mothers, with companies offering flexible job opportunities. Its marketplace facilitates matches based on education, work experience, and desired flexibility, serving both job seekers and businesses. Founded in 2015, the company aims to unlock the potential of mothers in the workforce.
First Community Financial
Acquisition in 2016
First Community Financial is the parent company of first community bank that provides various banking and financial services.
Bucketfeet
Debt Financing in 2015
Bucketfeet is a direct-to-consumer shoe brand based in Chicago, Illinois, founded in 2011 by Raaja Nemani and Aaron Firestein. The company collaborates with a global community of artists to design limited-edition shoes, allowing each artist to create unique shoe designs that are printed on sneakers once ordered online. This responsive commerce model enables Bucketfeet to disrupt traditional manufacturing cycles by letting the community select styles they’d like to purchase and wear, thereby informing demand. In addition to shoes, Bucketfeet offers tees, hoodies, and socks, all available for purchase through its online platform. The company aims to spark meaningful conversations and create a brighter world by empowering artists to share their stories and perspectives using art on footwear as their canvas.
Great Lakes Advisors
Acquisition in 2011
Great Lakes Advisors, established in 1990 and headquartered in Chicago, is an employee-owned investment management firm. It offers a range of services, including equity and fixed income investment strategies, primarily for institutional clients such as public funds, endowments, and corporations. The firm manages approximately $2.4 billion in assets, focusing on value-oriented, bottom-up stock picking, and socially responsible investments within the U.S. public equity and fixed income markets.
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