10 Wintrust IT leaders

Deputy Chief Information Officer, SVP, Director of Enterprise Operations and SVP Business Systems - Finance are current titles held by these Wintrust IT leaders. A reader can learn how IT leaders work at Wintrust from people who have held the role.

10 professionals1 companyData retrieved October 24, 2026

Professionals to explore

  1. Arthur Eisenstot

    Experience: SVP, Director of Enterprise Operations · Wintrust Financial Corporation

    Arthur Eisenstot has been SVP, Director of Enterprise Operations at Wintrust Financial Corporation since September 2022, based in the Greater Chicago Area. Arthur Eisenstot was SVP, Deputy Director of Enterprise Operations there from 2021 to 2022, VP, Deputy Director of Operations from 2018 to 2021 and Vice President, Infrastructure from 2016 to 2018.

  2. Damon Farthing

    Experience: Deputy Chief Information Officer · Wintrust Financial Corporation

    Damon Farthing has been Deputy Chief Information Officer at Wintrust Financial Corporation since April 2025, based in Harrisburg, North Carolina. Damon Farthing was SVP Director of Application Development at Wintrust Financial Corporation from 2021 to 2025 and Technology Governance Executive at Bank of America from 2003 to 2021.

  3. David Linton

    Experience: Sr. Vice President, Business Line Information Systems · Wintrust Financial Corporation

    David Linton has been Sr. Vice President, Business Line Information Systems at Wintrust Financial Corporation since January 2017, based in Naperville, Illinois. David Linton was Vice President, Information Technology at American Health Information Management Association from 2013 to 2016 and Vice President, Information Services at American Association of Insurance Services from 2005 to 2012.

  4. John Love

    Experience: SVP, CIO - Veterans First Mortgage · Wintrust Financial Corporation

    John Love has been SVP, CIO - Veterans First Mortgage at Wintrust Financial Corporation since January 2022, based in Salt Lake City, Utah, and also lists Chief Information Officer at Veterans First Mortgage from 2007. John Love was IT Systems Manager at Virgin America from 2003 to 2007 and IT Manager at Navitaire, an Amadeus company from 1999 to 2003.

  5. John Pirovano

    Experience: SVP Business Line Information Systems - Finance · Wintrust Financial Corporation

    John Pirovano has been SVP Business Line Information Systems - Finance at Wintrust Financial Corporation since June 2018, based in Wheaton, Illinois. John Pirovano was Senior IT Director, Business Solutions at Health Care Service Corporation from 2013 to 2018 and IT Director at OfficeMax from 2006 to 2013.

  6. Kari Michalek

    Experience: SVP, Director, Business Line Information Systems (BLIS) / Business Technology Officer (BTO) · Wintrust Financial Corporation

    Kari Michalek was SVP, Director, Business Line Information Systems (BLIS) / Business Technology Officer (BTO) at Wintrust Financial Corporation from January 2021 to June 2026, based in the Greater Chicago Area. Kari Michalek was Head of Customer Communication, Business Systems at HSBC from 2013 to 2021 and Manager, Mortgage Servicing Automation there from 2007 to 2012.

  7. Mark Shapiro

    Experience: SVP Business Systems - Finance · Wintrust Financial Corporation

    Mark Shapiro has been SVP Business Systems - Finance at Wintrust Financial Corporation since April 2024, with a profile headline describing oversight of strategy and delivery of global HR and Financial Systems portfolios. Mark Shapiro was IT Director at Aon from 2020 to 2024 and Senior Information Technology Manager there from 2017 to 2020.

  8. Michael Lambert

    Experience: Senior Vice President - IT Services · Wintrust Financial Corporation

    Michael Lambert has held Senior Vice President - IT Services at Wintrust Financial Corporation since 2007 and Chief Innovation Officer there since September 2022, based in Hampshire, Illinois. Michael Lambert was Chief Technology Officer, SVP at Wintrust Financial Corporation from 2016 to 2022 and Director of Operations at Open Solutions, now part of Fiserv, from 1997 to 2007.

  9. Michael Limjoco

    Experience: Senior Vice President of Technology · Wintrust Financial Corporation

    Michael Limjoco has held Senior Vice President of Technology at Wintrust Financial Corporation since April 2016 and SVP Business Line Information Systems, Corporate there since 2015, based in Schaumburg, Illinois. Michael Limjoco was Vice President, E-Marketing at Wintrust Community Advantage from 2003 to 2015 and Database Manager at Wintrust Financial Corporation from 2003 to 2006.

  10. Satheesh Masilamani

    Experience: Senior Vice President, IT · Wintrust Financial Corporation

    Satheesh Masilamani has been Senior Vice President, IT at Wintrust Financial Corporation since September 2023, based in Troy, Michigan. Satheesh Masilamani was Client Partner at Tata Consultancy Services from 2018 to 2023 and Relationship Manager there from 2014 to 2018.

Choose the right perspective

Match the person's technology area, whether enterprise operations, application development, business line systems or mortgage technology, to the decision you face. Check the dates on each Wintrust role to judge how recent their view of the work is.

Questions to take into the conversation

  1. 01What did you focus on first when you took on your technology role at Wintrust?
  2. 02How do you decide which legacy systems to modernize first and which to keep running?
  3. 03What have you learned about partnering with business lines on their technology roadmaps?

Reaching Wintrust IT leaders

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Pick one of the 10 people on this page and choose "Book a paid call", or describe your project to find others. You offer a fee for a 15-minute call or a written answer, Instant Expert finds the person's work email and sends the invitation, and they decide whether to accept. The list covers 1 company: Wintrust Financial Corporation, based on profile data retrieved on October 24, 2026. Being listed here doesn't mean someone has agreed to take calls.

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Yes. An agent with a USDC wallet on Base can ask one question without an Instant Expert account. It names the person, for example by the LinkedIn URL on this page, and pays per ask over x402 (HTTP 402). The person answers in writing or by voice note, and if nobody answers within 7 days, the payment goes back to the wallet automatically. Claude and ChatGPT can do the same through the Instant Expert connector: setup is at /docs/mcp for Claude and /docs/chatgpt for ChatGPT. x402 docs

About this directory

This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot; roles marked former had ended by then. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.

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