Upwell Insights: Smarter Finance for Logistics

Is Freight Factoring Costing You More Than It’s Worth? When to Switch

Silas Sorilla — Thu, 30 Apr 2026 17:01:33 GMT

Why Freight Brokers Use Factoring

For most freight brokers, factoring is not a strategic decision. It’s a practical one.

How Freight Brokers Can Stay Profitable during Global Conflicts and Rising Oil Prices (Not Another Cost Cutting Strategy)

Silas Sorilla — Mon, 06 Apr 2026 15:56:52 GMT

Diesel prices are rising again and this time the impact is hitting faster than most freight brokers can adjust. As of January 2026, fuel costs represented 20-40% of total costs for carriers, with the sudden and uncontrollable increases (27% increase on prices since February 28th, 2026) the whole industry is facing even tighter margins.

“I Sold My Car to Make Payroll.” How Upwell’s CEO, Turned a Freight Cash Flow Crisis Into a Company

Silas Sorilla — Mon, 06 Apr 2026 15:56:27 GMT

Most companies are built on a vision. Some are built on a problem. But, the best ones are built on both, and the founder has the scars to prove they understood the difference.

From Freight Chaos to AI Judgement: How Upwell is Reshaping Order-to-Cash

Silas Sorilla — Mon, 06 Apr 2026 15:56:18 GMT

In a recent episode of Between Two Quarters, Charley Dehoney, co-founder and CEO of Upwell, broke down how a decades-long frustration with freight's order-to-cash cycle became the foundation for an AI-native platform.

The Operational Friction Quietly Slowing Freight Broker Payments

Silas Sorilla — Mon, 06 Apr 2026 15:56:04 GMT

In freight, the conversation almost always gravitates toward growth. More shippers, more loads, more volume. But in a recent episode of The Freight Coach, Charley Dehoney, co-founder and CEO of Upwell, made a point that doesn't get nearly enough attention: growth without back-office discipline doesn't build a business. It slowly drains one.