Drew Osika
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Drew Osika

Linkedin Profile
Senior Commercial Banker at Wintrust Financial Corporation | Greater Chicago Area
View Drew Osika's Email & Phone Number

About Drew Osika

  • Drew Osika serves as Vice President of Commercial Banking at Wintrust Financial Corporation, where he leverages his extensive experience to support the financial needs of growing middle market companies in the Chicagoland area. With a strong focus on providing tailored capital and cash management solutions,...
    Drew Osika serves as Vice President of Commercial Banking at Wintrust Financial Corporation, where he leverages his extensive experience to support the financial needs of growing middle market companies in the Chicagoland area. With a strong focus on providing tailored capital and cash management solutions, Drew positions himself as a strategic partner to business owners and CFOs, ensuring that their financial strategies align with their long-term business goals. His unique background in strategy consulting allows him to approach challenges with a problem-solving mindset, enabling him to deliver innovative financial solutions that drive growth and operational efficiency. At Wintrust, Drew is actively involved in key projects that enhance the financial health of his clients, including structuring complex financing arrangements and optimizing cash flow management. His proficiency in tools like Tableau and Alteryx empowers him to analyze data effectively, providing clients with actionable insights that inform their decision-making processes. Drew’s expertise in relationship sales and account management fosters strong connections with clients, allowing him to understand their unique needs and tailor solutions accordingly. In an ever-evolving commercial banking landscape, Drew remains committed to staying ahead of industry trends and regulatory changes, ensuring that his clients are well-equipped to navigate challenges and seize opportunities. His dedication to business development and negotiation skills further solidifies his role as a trusted advisor, making him an invaluable asset to Wintrust Financial Corporation and the middle market businesses he serves.
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  • Drew Osika Work

    • Senior Commercial Banker at Wintrust Financial Corporation in September 2023 to Present
    • Sr. Business Manager at Capital One in January 2022 to September 2023
    • Consultant at Boston Consulting Group (BCG) in May 2020 to December 2021
  • Drew Osika Skills

    • C&IFinancial AnalysisCredit Analysis
      LoansCommercial LendingNew Business DevelopmentCommercial BankingBusiness StrategyMiddle MarketStrategyRelationship managementMicrosoft PowerPointMicrosoft ExcelBusiness DevelopmentSmall Business LendingTableauAlteryxConsultative SellingRelationship SalesAccount ManagementNegotiationManagement ConsultingBuilding Business Partnerships

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  • About Drew Osika's Current Company

  • Frequently Asked Questions about Drew Osika

    • What is Drew Osika email address?
      Email Drew Osika at a***a@gmail.com and d***a@wintrust.com. This email is the most updated Drew Osika's email found in 2025.
    • What is Drew Osika phone number?
      Drew Osika phone number is (630) 649-1090.
    • How to contact Drew Osika?
      To contact Drew Osika send an email to a***a@gmail.com or d***a@wintrust.com. If you want to call Drew Osika try calling on (630) 649-1090. (updated on January 10, 2024)
    • What company does Drew Osika work for?
      Drew Osika works for Wintrust Financial Corporation
    • What is Drew Osika's role at Wintrust Financial Corporation?
      Drew Osika is Senior Commercial Banker
    • What industry does Drew Osika work in?
      Drew Osika works in the Management Consulting industry.

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