Matt Silver

Co-Founder & CEO of Cargado | the AI-native marketplace for brokers & carriers moving Mexico + Canada freight

📍 United States🔄 Updated September 2026💼 8 investments📅 6 years investing🗓 Last invested Jan 2025
Operator-angel🌍 United States
8
Total investments
4
Early stage
1
Mid stage
0
Late stage
6y
Years active

Portfolio

8 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Angel Investor
Jan 2025
Upwell uses artificial intelligence to automate accounts receivable for transportation and logistics companies. Every dollar counts in this industry, but today’s landscape is too complex for companies to rely on back-office superheroes using manual processes and dated technologies. Many companies have thousands of dollars locked up in invoicing exceptions, and many don’t have reliable systems for knowing what’s been paid. Now there’s a better way. Upwell’s AI-powered platform empowers accounting and finance teams by improving cash flow, automating legacy processes, and enhancing the customer experience. Reinvent your accounts receivable and start the journey toward getting paid faster at upwell.com.
Angel Investor
Apr 2024
A unified approach to retail compliance.
Angel Investor
Jan 2024
Terminal is Plaid for Telematics in commercial trucking. Companies building the next generation of insurance products, financial services and fleet software for trucking use our Universal API to access GPS data, speeding data and vehicle stats. Learn more at withterminal.com.
Angel Investor
Nov 2023
Zerio is an automated platform that helps multinational companies participating in global trade ensure supply chain security compliance. Our mission is to simplify and streamline supply chain compliance for global trade participants while promoting safety, security, and ethical standards.
Angel Investor
Oct 2023
Backed by Y Combinator Automating the 1B+ phone calls the freight industry makes every year
Angel Investor
Feb 2022
CarrierSource is an online review marketplace that combines FMCSA safety & insurance information with verified reviews to enable brokers/shippers to find the best carriers, and empower carriers to grow their business.
Angel Investor
Dec 2021
En Solvento desbloqueamos el flujo de efectivo en el sector logístico
Angel Investor
Oct 2020
TrueNorth is on a mission to overhaul the trucking industry by focusing on the people who actually do the work — the drivers. Our team is building software that will become the operating system of trucking. We’ll succeed by automating busywork, cutting out middlemen, and ensuring that the people who do the lion’s share of the work take home the lion’s share of the profits. Interested in making a real impact on the trucking industry? Join us! https://www.truenorthfleet.com/careers
Experience · 11 entries
All (11)
Investments (8)
Founder (3)
2025
Angel Investor
Jan 2025
Upwell uses artificial intelligence to automate accounts receivable for transportation and logistics companies. Every dollar counts in this industry, but today’s landscape is too complex for companies to rely on back-office superheroes using manual processes and dated technologies. Many companies have thousands of dollars locked up in invoicing exceptions, and many don’t have reliable systems for knowing what’s been paid. Now there’s a better way. Upwell’s AI-powered platform empowers accounting and finance teams by improving cash flow, automating legacy processes, and enhancing the customer experience. Reinvent your accounts receivable and start the journey toward getting paid faster at upwell.com.
2024
Angel Investor
Apr 2024
A unified approach to retail compliance.
Angel Investor
Jan 2024
Terminal is Plaid for Telematics in commercial trucking. Companies building the next generation of insurance products, financial services and fleet software for trucking use our Universal API to access GPS data, speeding data and vehicle stats. Learn more at withterminal.com.
2023
Angel Investor
Nov 2023
Zerio is an automated platform that helps multinational companies participating in global trade ensure supply chain security compliance. Our mission is to simplify and streamline supply chain compliance for global trade participants while promoting safety, security, and ethical standards.
Co-Founder & CEO
Oct 2023
Building technology to solve some of the most complex problems in logistics.
Show all 11 entries ↓
Investment activity
2020–2025 · 8 investments
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