Trucking
Information technology professionals in Trucking
These ten IT leaders hold or have held CIO, vice president and director roles in information technology at trucking companies. A reader can learn how carriers choose, integrate and support transportation management, fleet and enterprise systems, and what these leaders weigh before replacing one.
Professionals to explore
01—10Bob Hall
LinkedInExperience: Vice President, IT · Greatwide Truckload Management (GWTM)
Vice President, IT at Greatwide Truckload Management (GWTM) since 2007. The profile describes an experienced vice president of information technology with a history in the transportation, trucking and railroad industry, skilled in operations management, freight and warehouse operations. Other listed roles include Director, IT at Transportation Insight (2005–2007) and Manager, Operations at Alex Lee, Inc (1993–2005).
Cory Staheli
LinkedInExperience: Chief Information Officer · Trans-System
Chief Information Officer at Trans-System since 2013. The profile describes Trans-System Inc. as the parent company of three transportation operating entities, System Transport, James J Williams and TW Transport, with 1100 trucks and 1300 employees, and says he is responsible for information technology operations, integrations and implementations.
Daragh Mahon
LinkedInExperience: EVP & Chief Information Officer · Werner Enterprises
EVP & Chief Information Officer at Werner Enterprises since 2020. The profile headline reads From the Cab to the Cloud: Transforming Logistics through Innovation, and the profile cites 25+ years running enterprise IT and leading large-scale technology transformation, including modernizing applications, platforms and systems. Also listed as Member CIO Advisory Board at Workday since 2022 and Member Customer Advisory Board at Samsara since 2025.
Derek Haacker
LinkedInExperience: VP IT · Hub Group
VP IT at Hub Group since 2026; the profile describes Hub Group as a truck transportation company. Other listed roles at Hub Group include AVP IT (2023–2026), Senior IT Director (2021–2023), Director, Applications (2019–2021) and Manager, Applications (2017–2019).
John Paape
LinkedInExperience: CIO Vice President of Technology · Roehl Transport
CIO Vice President of Technology at Roehl Transport since 2013. The profile describes more than 25 years of leadership across the transportation, manufacturing and medical industries, leading teams in infrastructure, telecommunications and application development. Other listed roles at WS Packaging Group include Director - Corporate Business Systems (2012–2013), IT Director - Application Development (2006–2010) and IT Infrastructure Integration Manager (2004–2006).
Kay Lewis
LinkedInExperience: EVP of Technology and Engineering and Chief Information Officer · J.B. Hunt Transport Services, Inc.
Former EVP of Technology and Engineering and Chief Information Officer at J.B. Hunt Transport Services, Inc. (1998–2015); the profile headline reads Retired - CIO & EVP Technology and Engineering. Other listed roles at J.B. Hunt Transport Services, Inc. include Vice President Application Software (1994–1998) and Applications Systems Manager and Director (1988–1994), plus Systems Engineer Manager at Hewlett Packard Enterprise (1985–1988).
Lori Kim
LinkedInExperience: Director of IT, Analytics & Product Manager TMS · Heartland Express
Director of IT, Analytics & Product Manager TMS at Heartland Express since 2024; the profile describes Heartland Express as a truck transportation company. Also Director of Enterprise Analytics and Business Intelligence at Heartland Express (2017–2025). Other listed roles include Director of Network Operations at Interstate Distributor (2015–2017) and Director Of Customer Service at Interstate Distributor (2014–2015).
Mike Kelley
LinkedInExperience: VP of IT · Groendyke Transport
VP of IT at Groendyke Transport since 2024; the profile describes Groendyke Transport as a Transportation/Trucking/Railroad company. Other listed roles include Chief Information Officer at Mesilla Valley Transportation (2016–2024), Chief Information Officer at MVT Holdings, LLC (2016–2023) and Director of Information Technology at Mesilla Valley Transportation (2001–2016).
Robert Koogle
LinkedInExperience: Director, Information Technology, Application Development · Swift Transportation
Director, Information Technology, Application Development at Swift Transportation since 2021, a role in the Engineering and Technical department. Also Vice President Information Technology at Swift Transportation (2004–2018). Other listed roles include Vice President, IT Enterprise Operations at GlobalTranz (2019–2021) and Computer Programmer at Add On Systems (1996–2004).
Steven Edmonds
LinkedInExperience: Vice President Information Technology · Paschall Truck Lines, Inc.
Vice President Information Technology at Paschall Truck Lines, Inc. since 2020. Also VP of Information Technology at Celadon Trucking (1997–2020). The profile describes a history in the transportation, trucking and railroad industry, with skills in operations management, customer relationship management and transportation management. Other listed roles include Owner at Edmonds Consulting LLC (2020–2022).
Choose the right perspective
Match the person's scope to your decision, since a company-wide CIO, an application development director and an analytics or TMS lead see different trade-offs. Check whether the relevant role is current or past, and ask which system choice they owned directly and what they would change about it.
Questions to take into the conversation
- 01Walk me through a transportation management or fleet system you selected. Which alternatives did you rule out, and why?
- 02How did you roll out a new system to dispatchers, drivers and terminals without disrupting daily freight operations?
- 03Which integration between telematics, TMS and back-office systems was hardest to get right, and what would you do differently?
Reaching information technology professionals in Trucking
How can I contact one of these information technology professionals in Trucking?
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 10 companies, including Greatwide Truckload Management (GWTM), Trans-System and Werner Enterprises, based on profile data retrieved on October 1, 2026. Being listed here doesn't mean someone has agreed to take calls.
How much does it cost to reach information technology professionals in Trucking?
You choose the offer, starting at $5 per person. It includes Instant Expert's 20% fee, so an offer that pays the person $100 costs you $125. You're charged only when the person books the call or sends the answer.
What if they don't reply?
You pay nothing. Instant Expert sends follow-up reminders, and if the person hasn't booked or answered within 7 days, the request expires and any hold on your card is released. You can invite several of the 10 people on this list at once and cap your total spend, so you pay only for the ones who accept.
About this directory
This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot and may describe past or present roles. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.
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