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2026 PRIVATE FLEET SUMMIT

Chicago, IL | Oct. 28-29, 2026

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2026 Tenstreet Private Fleet Summit

Based on Tenstreet's twenty years working with clients who transport freight, we’ve learned that private fleets and for-hire carriers don’t always share the same challenges. 

Private fleets must deliver reliability with an impeccable level of service in a business environment where freight transport is only one part of the company's mission, all while staying compliant with transportation-specific laws. Succeeding as a private fleet requires staying on top of the latest industry insights, strategies, and solutions for your unique concerns. 

We are therefore excited to invite you to Tenstreet's annual event focused entirely on private fleets! The Private Fleet Summit is an exclusive gathering of industry professionals designed to elicit discussion and discovery about the unique challenges facing private fleets. We want to learn from you and provide an opportunity for companies to explore tools and techniques together to arrive at the best possible way to optimize for the market in 2026 and beyond.   

This FREE event will be held Thursday, October 29th, at The Palmer House Chicago, with an evening welcome reception on Wednesday, October 28th. This year's programming will include: 

  • Challenges and Opportunities for Private Fleets: What the Data Is Telling Us - Tenstreet CEO Tim Crawford dives into Tenstreet's exclusive data on private fleet behavior to reveal where to get the most out of your drivers and operations. Set a course for a more successful 2027 with insights you'll only get here.
  • Legal Trends for Private Fleets - Join Tenstreet's Legal Counsel Shannon Wheeler as she covers major changes and legal decisions you need to hear.
  • Purpose-Built AI: Tenstreet Assistant - See Advisory Team Lead Becca Mathews demonstrate how Tenstreet Assistant can be customized to speed up processing tasks using AI tools.
  • The Customer Perspective:
    • Brakebush - Hear from Norlene Gray, Transportation HR and Safety Manager, about how Brakebush uses Tenstreet technology to help with the company's safety and recruiting.
    • Walmart - Eric Benge, Senior Manager of Walmart Fleet Services - Automation Engineering, will share how Walmart has been tracking their fuel usage and moving toward greater efficiency with True Fuel.
    • Pitney Bowes - Michael G. Keller, Director of Network Solutions at Pitney Bowes, will dive into how to unite OSHA and DOT processes and paperwork with Tenstreet's software.
  • Technology for Fuel Efficiency - Learn strategies for reducing fuel usage using technology, including Tenstreet's True Fuel solution.
  • Unifying the Worlds of Onboarding and Safety - Recruiting and safety have long been siloed apart from each other in private fleet processes and recordkeeping, leading to inefficiencies and missed information. We'll cover strategies for uniting these worlds, including the Tenstreet One tool.
  • NPTC Benchmark Survey - The National Private Truck Council's Tom Moore will cover the results of the latest NPTC Benchmark Survey, highlighting important takeaways you can use.

Why Attend

  • Discuss today's biggest fleet challenges: Hiring, retention, efficiency, compliance, and cost control

  • Learn from peers, not just vendors: Hear how other private fleets are adapting and winning

  • Get practical, actionable insights: Takeaways you can apply immediately

  • Connect with industry leaders: Network with others facing the same issues

  • Participate in focused, high-value discussions: Designed for engagement, not passive listening


 

Who Should Attend

This event is meant for those who manage, or assist in managing, a private fleet - an in-house transportation operation within a larger organization whose primary business is not trucking. Executive, human resources, recruiting, operations, safety management, and/or fleet management roles will benefit from attending. 

Please note: you must be employed at a company that operates a private fleet to register.  No for-hire carriers or vendors will be present.


 

Schedule

Attendees should plan to arrive Wednesday afternoon and attend a reception with Tenstreet that evening, followed by a full day of sessions on Thursday. Sessions will conclude in time for guests to fly out Thursday evening.  

Wednesday, Oct. 28th

  • Welcome Reception: 5:00-7:00pm, Crystal Room

Thursday, Oct. 29th

  • Breakfast: 8:00-9:00am
  • General Sessions: 9:00am-12:00pm, Wabash Room
  • Lunch: 12:00-1:00pm
  • General Sessions: 1:00-5:00pm, Wabash Room

 

Location:

The Palmer House Chicago
17 E Monroe Street
Chicago, IL 60603 
Tel: +1 312.726.7500

Download a guide to other Chicago-area hotels.

Cost: 

 Registration for the event is free, but attendees are responsible for their travel and hotel expenses. 


What Private Fleet Summit Attendees Say

Kristine Caruso

R.B. Stewart Petroleum Products, Inc.

"It was great to be in a room filled with other private fleets where I met a lot of great people and learned about their operational needs, problems, and solutions. I definitely got a few ideas from the Private Fleet Summit that I plan to implement at RBS to make us a better fleet!"


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