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On September 16th, 2026 we opened our Chicago headquarters for the first-ever Sightline: a full day for Enterprise Shippers on what AI can actually change inside a freight and logistics operation.
AI runs your freight. Our experts handle the exceptions.
Loadsmart HQ, Chicago · September 16, 2026
Felipe Capella opened the day with a question
What is the most valuable commodity in the world?
It's not oil. It's not gold. It's not data. It is time.Felipe Capella, Chief Executive Officer, Loadsmart
That question set the tone for the whole day. Everything after it came back to the same place: the hours a freight team spends on repetitive work, and where those hours could go instead.
The day
Sightline was built around enterprise shippers and the people building Loadsmart AI, together for a day, working through what a freight operation should hand to a machine and what it should keep.
One idea ran through every session. Freight operations are held together by people absorbing thousands of small exceptions, the status update that never came, the chased POD, the appointment that has to move. Agents can take that work now, and people keep the judgment, the relationships and the decisions.
Scroll the day
The sessions
What the agents actually do, what two enterprise shippers went through to get there, and where a team should start. Released publicly as each one is ready.
Opening keynote
Felipe Capella, Chief Executive Officer
Why wait until 2030 if you can start early?Felipe Capella
The six kinds of exception that fill a freight team's week, where agents pick them up, and what a first workflow looks like for a team that decides not to wait.
Product
Jill Prangnell and Diogo Azedo, Senior Product Managers
Your inbox can stop being a filing system.Jill Prangnell
What each of the six agents does, and the exact point where it hands the work back to a person.
Product
Aaron Thomas, Director of Engineering, Dock and Yard. Nate Allan, VP of Enterprise and Partnerships
This is not designed to get rid of people. This is saying technology can do the job that nobody wants to do.Nate Allan
Cameras reading trucks at the gate, driver validation against cargo theft, and agents booking your warehouses without a custom integration per site.
What comes next
Derek Taliaferro and Michael Evans, Directors of Strategic Accounts
Now their experience starts to have reach.Derek Taliaferro
What to keep, what to automate, and how to start without mapping your entire operation first.
External keynote
Eric Johnson, Senior Editor, Technology, Journal of Commerce
Focus on the outcome. What is it taking off your plate?Eric Johnson
An outside read on who actually pays for AI in freight, and why adoption stalls even when the tools work.
Customer fireside
Sean Ryan, Distribution Operations Manager, and Nick Prusakiewicz, Director of Contract Manufacturing and Distribution, Scotts Miracle-Gro. Joe Deveney, Director of Transportation Logistics, and Brendan Donovan, Transportation Manager, Babylist. With Felipe Capella.
It went from probably 15 minutes for them to two minutes.Brendan Donovan, Babylist
Two companies on what the shift really took, and what both would do differently the second time.
Live reveal
Paul Rehmet, VP of Product. Sam Belt, Director of Strategic Solutions
Your tasks don't just get 80% done. They get 100% done.Paul Rehmet
One load from order to settlement, live on stage, including a phone call to an agent that reschedules an appointment.
Where this goes
Paul and Sam closed the day by running a single load from order to settlement, dropping an exception into the middle of it, and an agent resolved it on stage. What they were showing is the direction. One orchestration layer over the systems you already run, agents taking the repetitive volume, and our freight experts picking up whatever the agents cannot finish.
Felipe Capella, co-founder and Chief Executive Officer of Loadsmart, expects that by 2030 the system will handle the exception on its own, inside the rules the shipper sets. You do not have to wait until then to find out what it does on your freight.
What is live
All six run on top of the systems you already have, so your TMS, WMS and ERP stay where they are.
If your operation runs a repetitive workflow outside those six, our team can scope the build of an AI agent for it.
Before any contract
Pick the workflow costing your team the most time, one of the six or something of your own, and we take it from there.
Built on the workflow you picked, running on your freight.
We come to you. Your team and ours in a room, working out how it would run and where the data comes from.
An agent working on a limited set of your loads, so you judge it on your own numbers.
Book your demo
Name the one costing your team the most time and we will build the demo around it, running on your freight.
AI runs your freight. Our experts handle the exceptions.
