About TruckSmarter
TruckSmarter builds software for truck drivers and owner-operators, combining a free load board with AI-powered tools (including its chat-based Dispatch product) that streamline how freight is found, evaluated, and booked. The platform serves hundreds of thousands of drivers monthly, targeting independent owner-operators in the highly fragmented U.S. trucking industry. Its revenue model includes freight factoring and financial services alongside its core free load board.
Company details
Funding
Total raised
$110M
Last stage
Series B
Investors
Founders
Daniel Kao
Co-founder and CEO of TruckSmarter. Previously held leadership roles at Uber Freight and DoorDash, and co-founded Sharespace (acquired by Stripe). Attended NYU Stern School of Business.
LinkedIn
Paolo Bernasconi
Co-founder and CTO of TruckSmarter. Previously first Product Engineer and Product Manager at Plaid, helping grow the company from 15 to 1,000 employees. Graduated from Middlebury College in 2015 with a degree in computer science.
LinkedInWhat happens next.
No applications, no recruiter spam. Just the intro.
Confirm the fit
A few questions to make sure this role is the right shape for you. Two minutes.
I pitch you to the company
I write the intro, send it to the founder, and handle the back-and-forth.
A meeting lands on your calendar
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.