Technology

Entrepreneurship

Feb 5, 2026

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10 min read

Stop Being a Basic Brokerage

Technology is how you survive. Expanding into niches is how you become impossible to replace.

Matt Silver

Entrepreneurship

Jan 12, 2026

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15 min read

The Age of Builders and Doers

How a small group of operators, plugged into AI agents and modern tools, can tap into effectively unlimited scale.

Matt Silver

Logistics

Dec 29, 2025

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8 min read

Good, Better, Best

Never let it rest! Until your good gets better and your better gets best!

Matt Silver

Nearshoring

+10

Mexico Freight Is Hiding in Your Book — 3 Ways to Find It

Dec 17, 2025

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10 min read

Mexico Freight Is Hiding in Your Book — 3 Ways to Find It

Your customers already have Mexico freight. You just haven't asked yet.

Matt Silver

Nearshoring

+10

Nov 12, 2025

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9 min read

Oh the shippers you'll find

Let's do a deep dive on the types of shippers out there.

Matt Silver

Canada

+10

Building the future of freight collaboration

Nov 6, 2025

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8 min read

Building the future of freight collaboration

How we’re rethinking how brokers and carriers connect on Mexico and Canada freight.

Matt Silver

Nearshoring

+10

Nov 3, 2025

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9 min read

Pouring one out for Canada

Why brokers need to start thinking north while everyone else fights over U.S. freight

Matt Silver

Canada

Oct 15, 2025

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6 min read

Cargado isn’t your father's load board

Only 60% of marketplace activity is spot freight — the rest is recurring lanes and projects fueled by Cargado’s live market intelligence.

Matt Silver

Nearshoring

Sep 2, 2025

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6 min read

Mexico 101: What Makes It Different

Why fear of the unknown — not customs — is the biggest barrier to cross-border freight.

Matt Silver

Entrepreneurship

Aug 19, 2025

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6 min read

Issue #61: The Seasons of Scaling

Behind every neat growth curve is a messier reality worth talking about.

Matt Silver

Entrepreneurship

Issue #57: The Board Meeting Playbook for Startups

Jun 1, 2025

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10 min read

Issue #57: The Board Meeting Playbook for Startups

A practical guide for founders and operators on turning your board meeting into a working session — not a performance.

Matt Silver

Entrepreneurship

Issue #56: Building a Superstar Leadership Team

May 19, 2025

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4 min read

Issue #56: Building a Superstar Leadership Team

The best leaders aren’t building their résumés — they’re building something that matters.

Matt Silver

Nearshoring

Issue #55: Building the Mexico Carrier Network of the Future

May 12, 2025

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4 min read

Issue #55: Building the Mexico Carrier Network of the Future

Why our human-led, tech-enabled approach gives brokers what they need — and carriers what they want.

Matt Silver

Nearshoring

May 5, 2025

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7 min read

Issue #54: Why Mexico, and Why Now

Nearshoring is accelerating. If your customers are moving freight in Mexico, you should be too.

Matt Silver

Mexico

Issue #52: Announcing Cargado’s Series A

Apr 7, 2025

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4 min read

Issue #52: Announcing Cargado’s Series A

Announcing Our $12M Series A: Building the Future of Cross-Border Freight

Matt Silver

Nearshoring

Issue #47: Freight in the Second Trump Era – Trade, Tech, and Transformation

Jan 13, 2025

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6 min read

Issue #47: Freight in the Second Trump Era – Trade, Tech, and Transformation

As Donald Trump prepares to take office for a second time, it’s clear this presidency will look different from his first.

Matt Silver

Entrepreneurship

Dec 30, 2024

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3 min read

Issue #46: First-Time Founder Fumbles

What interim head coaches and first-time founders have in common—and how to avoid fumbling your leadership debut.

Matt Silver

Logistics

Issue #45: AI in Freight: The Right Role for Technology

Dec 16, 2024

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5 min read

Issue #45: AI in Freight: The Right Role for Technology

Before diving in, let’s thank our friends at FreightCaviar for the shoutout in this morning’s newsletter about my X debate with my brother, Andrew.

Matt Silver

Logistics

Dec 9, 2024

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6 min read

Issue #44: Life in Startup Land

Bean bags.

Matt Silver

CrossBorder

Issue #43: Forager vs Cargado, what’s the difference?

Dec 2, 2024

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9 min read

Issue #43: Forager vs Cargado, what’s the difference?

On a very consistent basis, I regularly get asked about the main differences between Forager and Cargado.

Matt Silver

Logistics

Issue #42: A Car-gobble gobble thank you!

Nov 28, 2024

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3 min read

Issue #42: A Car-gobble gobble thank you!

Happy Thanksgiving to everyone who reads my newsletter and those in the Cargado community!

Matt Silver

Entrepreneurship

Issue #41: Founder Mode & Defining Success

Nov 25, 2024

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7 min read

Issue #41: Founder Mode & Defining Success

We recently hit several milestones (including sailing past 100 customers) and landed some substantial accounts (getting us to over half of the top 10 brokerages).

Matt Silver

Logistics

Issue #40: Collaboration: The Key to Success Between Brokers and Carriers

Oct 21, 2024

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6 min read

Issue #40: Collaboration: The Key to Success Between Brokers and Carriers

This industry is built on relationships and doesn't happen without brokers and carriers.

Matt Silver

Nearshoring

Sep 23, 2024

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9 min read

Issue #39: What we're building and why

I've tiptoed around what we're building but we're finally ready to talk about what we're building and why we're building it the way we're building it.

Matt Silver

Logistics

Aug 26, 2024

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7 min read

Issue #38: Engineering in Logistics

I posted about this last week, but I figured I would double down on my thoughts around hiring.

Matt Silver

Technology

Stop Being a Basic Brokerage

The Age of Builders and Doers

Good, Better, Best

Mexico Freight Is Hiding in Your Book — 3 Ways to Find It

Oh the shippers you'll find

Building the future of freight collaboration

Pouring one out for Canada

Cargado isn’t your father's load board

Mexico 101: What Makes It Different

Issue #61: The Seasons of Scaling

Issue #57: The Board Meeting Playbook for Startups

Issue #56: Building a Superstar Leadership Team

Issue #55: Building the Mexico Carrier Network of the Future

Issue #54: Why Mexico, and Why Now

Issue #52: Announcing Cargado’s Series A

Issue #47: Freight in the Second Trump Era – Trade, Tech, and Transformation

Issue #46: First-Time Founder Fumbles

Issue #45: AI in Freight: The Right Role for Technology

Issue #44: Life in Startup Land

Issue #43: Forager vs Cargado, what’s the difference?

Issue #42: A Car-gobble gobble thank you!

Issue #41: Founder Mode & Defining Success

Issue #40: Collaboration: The Key to Success Between Brokers and Carriers

Issue #39: What we're building and why

Issue #38: Engineering in Logistics

Congrats on all the Progress