Skip to main content

Insights

Most Enterprise AI Is Still Trapped in Chat Windows

Gabe Hilado
Founder and CEO, Zenpo Software Innovations

At a company I've got IT relationships with, the development team is still optimizing its GitHub Copilot setup around cost — in June 2026 — and the optimization is this: default everyone to the mini models, the cheap tier, so nobody runs up the bill in the VS Code chat sidebar. The live question isn't what to build with the AI. It's which discount model is safe to ration into a chat window.

Is Your IT Consultant Advising You or Just Repeating Microsoft?

Gabe Hilado
Founder and CEO, Zenpo Software Innovations

It's 2009. You're in a requirements meeting for a new SharePoint deployment. The consultant across the table has one answer for everything: InfoPath. Employee onboarding? InfoPath. Expense approvals? InfoPath. Complex multi-step workflows with business logic that has no business living in a form layer? InfoPath. They're certified, they're confident, and they're wrong about where this is going.

The Low-Code Promise vs the Low-Code Reality in Regulated Environments

Gabe Hilado
Founder and CEO, Zenpo Software Innovations

Who owns the field name that just changed?

Not who configured it. Not who requested it. Who owns it — as in, who is accountable when that renamed field breaks a downstream calculation that feeds a compliance report that gets submitted to a regulator?

If the answer takes more than five seconds, the platform isn't the problem. The operating model is.

Are We Actually Eliminating the Complexity Tax, or Just Getting Better at Paying It?

Gabe Hilado
Founder and CEO, Zenpo Software Innovations

April 15 is Tax Day. Fitting, because software has its own version: a complexity tax that most teams pay without ever seeing the bill.

Every manual handoff between systems. Every field re-keyed from one screen into another. Every reconciliation spreadsheet that exists because two platforms don't agree on what happened. That's the tax. And most organizations pay it so routinely they've stopped noticing the line item.

Red Flags and Green Flags When Hiring a Technology Contractor

Gabe Hilado
Founder and CEO, Zenpo Software Innovations

The conference room has too many people in it. Two from procurement, one from legal, three from the program office, and across the table, the contractor's team — four deep, including someone whose only job today is to run the slide deck. The proposal is spiral-bound. It's thick. The methodology section alone runs eleven pages.

Nobody in the room will remember the methodology section in six months. But the contract will still be running.