Information technology professionals in Trucking
Trucking CIOs past and present make up half of this group, at Werner Enterprises, Trans-System, Roehl Transport, J.B. Hunt and Mesilla Valley Transportation; the other half are IT vice presidents and directors at Heartland Express, Swift Transportation, Paschall Truck Lines, Hub Group and others. Fleets weighing a new transportation management system or a move off AS400 will find matching experience.
Professionals to explore
Bob Hall
LinkedInExperience: Vice President, IT · Greatwide Truckload Management (GWTM)
Bob Hall has been Vice President, IT at Greatwide Truckload Management (GWTM) since 2007 and was Director, IT at Transportation Insight (2005–2007). Bob was Manager, Operations at Alex Lee, Inc (1993–2005) and cites freight, operations management and warehouse operations. Bob suits questions on IT for truckload management with an operations background.
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Cory Staheli
LinkedInExperience: Chief Information Officer · Trans-System
Since 2013, Cory Staheli has been Chief Information Officer at Trans-System, described as the parent of three transportation operating entities, System Transport, James J Williams and TW Transport, with 1100 trucks and 1300 employees. Cory's responsibilities cover IT operations, integrations and implementations, a fit for questions on shared IT across several carriers under one parent.
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Daragh Mahon
LinkedInExperience: EVP & Chief Information Officer · Werner Enterprises
Werner Enterprises has had Daragh Mahon as EVP & Chief Information Officer since 2020, and Mahon sits on the Workday CIO Advisory Board (since 2022), the Samsara Customer Advisory Board and the WSJ Technology Council (both since 2025). Daragh describes modernizing applications, platforms and systems through complex migrations and driving Werner EDGE, a fit for questions on large-scale trucking technology migration.
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Derek Haacker
LinkedInExperience: Former VP IT · Hub Group
Hub Group titles for Derek Haacker run from Manager, Applications (2017–2019) and Director, Applications (2019–2021) to Senior IT Director (2021–2023), AVP IT (2023–2026) and VP IT since 2026. Hub Group describes itself as a truck transportation company. Derek fits questions on applications and IT leadership at a transportation provider.
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John Paape
LinkedInExperience: CIO Vice President of Technology · Roehl Transport
Roehl Transport's CIO Vice President of Technology since 2013 is John Paape. At WS Packaging Group, John held IT Infrastructure Integration Manager (2004–2006), IT Director - Application Development (2006–2010), Senior Operations Leadership (2009–2012) and Director - Corporate Business Systems (2012–2013) titles. John cites leadership across infrastructure and telecommunications, a fit for CIO questions at a carrier.
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Kay Lewis
LinkedInExperience: EVP of Technology and Engineering and Chief Information Officer · J.B. Hunt Transport Services, Inc.
From 1998 to 2015, Kay Lewis was EVP of Technology and Engineering and Chief Information Officer at J.B. Hunt Transport Services, Inc., after Applications Systems Manager and Director (1988–1994) and Vice President Application Software (1994–1998) there. Kay describes creating value for customers through technology and business-to-business solutions. Kay fits questions on long-run IT strategy at J.B. Hunt.
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Lori Kim
LinkedInExperience: Director of IT, Analytics & Product Manager TMS · Heartland Express
At Heartland Express, Lori Kim holds the title Director of IT, Analytics & Product Manager TMS since 2024 and was Director of Enterprise Analytics and Business Intelligence there (2017–2025). At Interstate Distributor, Lori was Customer Service Manager (2013–2014), Director Of Customer Service (2014–2015) and Director of Network Operations (2015–2017). Lori fits questions on TMS product management and analytics from an operations background.
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Mike Kelley
LinkedInExperience: VP of IT · Groendyke Transport
Mike Kelley is VP of IT at Groendyke Transport since 2024. At Mesilla Valley Transportation, Mike held Manager of Information Systems (2001–2003), Director of Information Technology (2001–2016) and Chief Information Officer (2016–2024) titles, and was Chief Information Officer at MVT Holdings, LLC (2016–2023). Mike fits questions on CIO work at a trucking company.
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Robert Koogle
LinkedInExperience: Director, Information Technology, Application Development · Swift Transportation
Robert Koogle is Director, Information Technology, Application Development at Swift Transportation since 2021 and was Vice President Information Technology there (2004–2018). Robert was Vice President, IT Enterprise Operations at GlobalTranz (2019–2021) and Computer Programmer at Add On Systems (1996–2004). Robert fits application development questions at Swift Transportation.
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Steven Edmonds
LinkedInExperience: Vice President Information Technology · Paschall Truck Lines, Inc.
Vice President Information Technology at Paschall Truck Lines, Inc. since 2020, Steven Edmonds was VP of Information Technology at Celadon Trucking (1997–2020). Through Edmonds Consulting LLC (2020–2022), Steven held titles including AS400 system support for Jaguar Transportation. Steven is the pick for questions on AS400-based trucking systems.
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Choose the right perspective
For enterprise-wide strategy, start with Daragh Mahon, John Paape or Kay Lewis, who held the CIO title at J.B. Hunt for many years. Lori Kim is the pick for TMS products and analytics, Steven Edmonds for AS400 systems, and Cory Staheli for IT across several operating carriers; Robert Koogle and Derek Haacker fit application development.
Questions to take into the conversation
- 01How do you choose a transportation management system when dispatch, billing and safety teams all depend on it?
- 02What does it take to move a carrier off an AS400-era system without disrupting dispatch?
- 03How do you integrate telematics and driver apps with the core trucking software?
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.