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Insights · Blog

Stable Core. AI Adaptive Edge.

Field notes from inside a freight tech company. Industry takes, customer patterns we see across Southeast Asia, and how we actually built the platform.

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The week WiseTech admitted it, and I finally said what I'd been thinking for months
Industry Take

The week WiseTech admitted it, and I finally said what I'd been thinking for months

WiseTech cutting 2,000 jobs and the CEO saying the era of writing code is over was the moment it became impolite to keep pretending. But the shift in my own thinking started months earlier — from the inside out — when I realized I could personally build a product-grade module using AI, and that changed what I thought a software company was for.

Glenn Lai · April 18, 2026
Why I stopped being a pessimist about freight tech (and started betting the other way)
Industry Take

Why I stopped being a pessimist about freight tech (and started betting the other way)

The last post ended on a downbeat. What I didn't say is that I'm more optimistic about this decade than the last one. Reason: a Sequoia piece from March made one argument cleaner than I'd been able to, and it changes what a freight software company is actually for.

Glenn Lai · April 18, 2026
The forwarder who told me AI was completely wrong — and changed his mind ninety minutes later
Customer Pain

The forwarder who told me AI was completely wrong — and changed his mind ninety minutes later

A mid-market forwarder we pitched recently opened the call telling me he was skeptical — he'd watched a peer use AI for contracts and the output was completely wrong. Ninety minutes later, he named three pains with specificity I hadn't heard from most forwarders. That conversation is why the last two posts in this series exist.

Glenn Lai · April 18, 2026
We wanted AI everywhere. Here's where we drew the line.
Capability Deep-Dive

We wanted AI everywhere. Here's where we drew the line.

The series so far described why the old shape of software is breaking (Part 1), why the opportunity is bigger than the crisis (Part 2), and a specific forwarder who articulated the three pains we're now solving for (Part 3). This is the last post in the series. It's about what we actually did about it — the two rules we invented, the reorg, and the line we drew for where AI is allowed to touch.

Glenn Lai · April 18, 2026