Omkar Khadamkar Work with me

Work in progress · updated 30 Sep 2026 · notes, not conclusions

What I'm learning in the open
Sketching

The block page nobody designs

What should a person see at the moment security stops them, so they choose the safe path instead of a workaround?

For exampleYou try to upload a client deck to a personal drive. A grey box says "Blocked by policy 4471." No reason, no way forward, so you email it to yourself instead, which is worse.
The same block, two ways
Today

Blocked by policy 4471.

No reason, no way forward, so people find a workaround.

Designed

This upload was stopped.
Client files can’t go to personal drives.

Use the company driveAsk for an exception, with a reason

Why it matters

A block page is shown far more often than any admin console, to people who didn't choose the security product. When it only says no, people route around it, and the risk moves somewhere nobody is watching.

What I'm trying

What would show it works

Fewer workaround attempts after a block, and exception requests that come with a reason.

Next step

Sketch three block pages (web, data, sign-in) and test them with five people outside security.

Related work

Nothing here is for sale until a page proves it.Next: Letting an agent act alone