An Open Letter to Stephanie Palazzolo

On Sam Altman, Rain AI, and the difference between a check and a relationship

Brian Demsey | August 2026

← Back to Articles
In response to

“OpenAI Acquired Patents from Altman-Backed AI Chip Startup Following Failed Acquisition” — Stephanie Palazzolo, Aug 6, 2026, 7:06am PDT

“There’s no question that some of the companies OpenAI CEO Sam Altman has invested in—like chipmaker Cerebras and nuclear fusion firm Helion Energy—have benefitted from doing business with the firm Altman leads. However, just because Altman is an investor in a startup doesn’t mean that OpenAI will be that helpful.”

Dear Stephanie,

Your piece on Rain AI got at something most coverage of Sam Altman’s investments talks around: the quiet assumption, on both sides of the deal, that an Altman check opens doors. Rain had the 2019 letter of intent, the patents, an eight-year runway, and Altman on the cap table — and when it actually mattered, OpenAI looked, passed on the talent, said it didn’t want the IP, and then bought the patents off the wreckage anyway. The marquee name did almost nothing for the company that carried it.

I’d add the number, because it sharpens the point you’re already making. Altman’s personal stake in Rain was reported at north of a million dollars — real money to most of us, but set against his roughly $3.3 billion net worth, it’s on the order of three-hundredths of one percent of his fortune. A rounding error attached to an outsized narrative. Small check, big story, inert help. It’s worth remembering every time “backed by Sam Altman” shows up on a slide.

I know this pattern from the other side of the table, and I think your readers — the founders especially — should hear how it can end.

What Cash Alone Cost Me

In the late 1980s I founded RemoteNet Corporation. We started by remotely managing the office environments of small companies — running and administering their Novell NetWare networks and desktops before anyone called that “managed services.” Our first client was a regional bank whose core accounts were processed by a young Fiserv; we owned the network and desktop layer inside the branch. As the web arrived, we moved up the stack: at the very dawn of HTML we built a benefits portal for Northrop Grumman’s benefits department — a million-dollar-a-year engagement. Every one of those relationships, from the bank to Northrop, I created myself. In a company that small, I was the entire business-development function.

My angel investor was Bob Bishop — later chairman and CEO of Silicon Graphics, a veteran of Digital Equipment and Apollo Computer, a serious name in computing. He put in a tiny slice of his portfolio. And in my experience he opened not a single door. Not one client relationship came from him or his network; they came from me. His contribution was cash, and cash alone.

Then one day Bishop and a former DEC associate pushed me out of the company I had built. There was cash on the balance sheet at the time. I recommended we distribute it in thirds. He refused. One year later there was no cash and no company — the value I had spent years creating simply evaporated, and no one took even the third they could have had.

“An investor must bring business to the table. That is an annuity. Cash is the opposite — a one-time commodity that almost always arrives attached to control.”

The Lesson I Paid For

Here is the lesson I paid for, and the warning I’d offer your readers.

An investor must bring business to the table. That is an annuity — a relationship that generates revenue compounds year after year, and it is the most valuable thing anyone can put on a cap table. Cash is the opposite: a one-time commodity that many people can supply, the least valuable thing on offer, and it almost always arrives attached to control. When the only thing your investor brings is money, you have taken on all the governance risk of an owner and none of the upside of a partner — and that control can, and sometimes will, be turned against you.

That is why your Rain story and mine rhyme. A small check from a famous name, a large claim on the outcome, and help that never materialized. You’ve documented the version where the investor is simply absent.

Founders should know there is a worse version, where the absent investor is also in a position to take the company from the person who made it worth having.

Keep pulling this thread. The gap between a marquee investor’s name and any actual help is one of the most useful things you can report for the people trying to build these companies — because they are the ones who pay when the name turns out to be all there was.

With respect and appreciation,
Brian

Brian Demsey is founder and former CEO of RemoteNet Corporation.

brian@hallucinations.cloud