About PortPro
PortPro is a privately-held SaaS company founded in 2019 that provides drayage-specific transportation management software under the brand 'drayOS.' The platform serves drayage carriers, freight brokerages, and owner-operators at major U.S. ports and rail yards, covering order entry, dispatch, container tracking, invoicing, and AI-powered automation. The company raised a $12M Series A in January 2023, has grown 1,600% between 2020 and 2023, and ranked 84th on Deloitte's Technology Fast 500 in 2024.
Open positions (1)
Company details
Funding
Total raised
$12M
Last stage
Series A
Investors
Founders
Michael Mecca
Grew up in the drayage business and founded PortPro in 2019 after recognizing inefficiencies in legacy systems. Previously held a role at Axle Technologies. Based in New York, NY. Named a Top Transportation Professional (Supply Chain Rock Star) by Food Logistics magazine in 2025.
LinkedInToni Ann Careccio
Co-founded PortPro and holds a board seat. Also referenced as Toni Pisano in some corporate materials. Brings logistics and supply chain expertise. Named a Top Transportation Innovator by Supply and Demand Chain Executive ('Pros to Know' 2025) and a 2025 Supply Chain Rock Star by Food Logistics magazine.
What 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.