10 COUNTRY Financial IT leaders
Senior Vice President & Chief Information Officer, Chief Data Officer and Vice President of Technology Services are current titles held by these COUNTRY Financial IT leaders, alongside vice presidents and directors of technology delivery and application development. A reader can learn how IT leaders work at COUNTRY Financial from people who have held the role.
Professionals to explore
Adam Garey
LinkedInExperience: Senior Vice President & Chief Information Officer · COUNTRY Financial®
Adam Garey has been Senior Vice President & Chief Information Officer at COUNTRY Financial since January 2023, based in Normal, Illinois, leading the technologists who build, deploy, secure and support technology for COUNTRY. Adam Garey was Vice President | Operations Services & Application Development at COUNTRY Financial from 2021 to 2023 and Vice President of Customer Service there from 2018 to 2023.
Brad Hildestad
LinkedInExperience: Executive Vice President and Chief Information Officer · COUNTRY Financial
Brad Hildestad was Executive Vice President and Chief Information Officer at COUNTRY Financial, a role held from 2016 that has ended, with the profile headline Retired CIO at COUNTRY Financial, based in the Greater Bloomington, Illinois Area. Brad Hildestad describes leading the IT teams that provided technology, service and experiences to customers and teammates.
Christopher Swehla
LinkedInExperience: Vice President · COUNTRY Financial®
Christopher Swehla has been Vice President at COUNTRY Financial since December 2022, based in St Louis, Missouri, leading enterprise technology strategy, with a profile headline citing AI, analytics and software development. Christopher Swehla was Senior Director, Applications | Modernization | Development at Anheuser-Busch from 2019 to 2023 and Director, Application Development - Sales | CRM | Distribution Technology there from 2016 to 2019.
Deana Lauria
LinkedInExperience: Vice President, Application Development · COUNTRY Financial®
Deana Lauria was Vice President, Application Development at COUNTRY Financial from July 2016 to June 2022, a role that has ended, based in Greater Indianapolis. Deana Lauria was Sr. Director, IT Software Engineering Process Group at Liberty Mutual Insurance from 2013 to 2016, Sr. Director, Individual Life IT there from 2011 to 2013 and Director, Internet & Mobile from 2009 to 2011.
Doug Carroll
LinkedInExperience: IT Director, Application Development · COUNTRY Financial®
Doug Carroll has been IT Director, Application Development at COUNTRY Financial since August 2017, based in Carlock, Illinois, and also lists ITS Manager there since 2012. Doug Carroll was Master Black Belt at COUNTRY Financial from 2010 to 2012, so the profile pairs application development leadership with process improvement work at the same company.
Jeremiah Fletcher
LinkedInExperience: Vice President of Technology Services · COUNTRY Financial®
Jeremiah Fletcher has been Vice President of Technology Services at COUNTRY Financial since August 2024, based in Bloomington, Illinois. Jeremiah Fletcher was Chief Information Security Officer at COUNTRY Financial from 2021 to 2024, Deputy Chief Information Security Officer there from 2020 to 2021 and Information Security Manager from 2013 to 2020.
Phillip Whitehouse
LinkedInExperience: Director of Financial Services Application Development · COUNTRY Financial®
Phillip Whitehouse has been Director of Financial Services Application Development at COUNTRY Financial since November 2025, based in Gibson City, Illinois. Phillip Whitehouse was Director Application Services and IT Finance at COUNTRY Financial in 2025 and Director of Technology Planning and Governance there from 2021 to 2025, heading finance, portfolio planning, PMO, business continuity and disaster recovery for COUNTRY Technology.
Ray Morris
LinkedInExperience: Chief Data Officer · COUNTRY Financial®
Ray Morris has been Chief Data Officer at COUNTRY Financial since March 2024, based in Bloomington, Illinois, and also lists Director Of Technology there since 2020. Ray Morris was Technology Manager, Financial Services Strategic Projects at COUNTRY Financial from 2017 to 2020 and Project and Program Manager there from 2006 to 2015.
Regina Bashkansky
LinkedInExperience: VP of Technology Solutions Delivery · COUNTRY Financial®
Regina Bashkansky has been VP of Technology Solutions Delivery at COUNTRY Financial since November 2022, based in the Washington DC-Baltimore Area. Regina Bashkansky was Vice President of Information System at GEICO from 2021 to 2022, Assistant Vice President there from 2014 to 2021 and IT Manager there from 1996 to 2004.
Tim Stone
LinkedInExperience: Director, Information Technology Systems · COUNTRY Financial®
Tim Stone has been Director, Information Technology Systems at COUNTRY Financial since April 2012, based in Bloomington, Illinois, and also lists Senior Enterprise Architect there since 2015. Tim Stone was Manager, Financial Security Systems Reliability at COUNTRY Financial from 2008 to 2012 and System Architect there from 2005 to 2008.
Choose the right perspective
Match the person's technology area, whether technology services and security, solutions delivery, application development, data or enterprise architecture, to the decision you face. Check when each person started their current role, or when a past role ended, to judge how recent their view of it is.
Questions to take into the conversation
- 01What did you focus on first when you took on your technology role at COUNTRY Financial?
- 02How do you decide which insurance and financial services applications to modernize first?
- 03What have you learned about building data and cloud capabilities at a regional insurer?
Reaching COUNTRY Financial IT leaders
How can I contact one of these COUNTRY Financial IT leaders?
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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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