AI Startups.

All ai startups coverage from The Sideline.

22 articles

The Government Wants a Piece of OpenAI — And Both Sides of the Aisle Are Into It

The Trump administration is reportedly in talks to take an equity stake in OpenAI, while Bernie Sanders pushes a stock-based AI tax. Somehow, both sides want public ownership of AI — and the reasons why should make you nervous.

Dispatch desk · Jun 7, 2026

AI Startups

Anthropic Just Raised $65 Billion and Is Almost Worth a Trillion Dollars — Let's Talk About That

Anthropic just closed a $65 billion Series H round at a $965 billion valuation, with $47 billion in annualized revenue and an IPO on the horizon. The growth is real — but is nearly a trillion dollars the right price tag?

Dispatch desk · May 29, 2026

AI Startups

The Sideline.

AI Startups.

The Government Wants a Piece of OpenAI — And Both Sides of the Aisle Are Into It

Anthropic Just Raised $65 Billion and Is Almost Worth a Trillion Dollars — Let's Talk About That

Anthropic Hits $965B Valuation — So Is It Actually Worth More Than OpenAI Now?

Cox Media Fined $930K For Lying About Listening To Your Phone Conversations

Buffett's Berkshire Bets Big on AI: What the Oracle's Portfolio Move Actually Tells Us

AI Stocks Are Printing Money for Everyone Else—Here's Why I'm Still Sitting on My Hands

578% Revenue Growth? Let's Actually Look Under the Hood of This AI Darling

The ARR Shell Game: How AI Startups Are Cooking Their Revenue Books

AI/R Wants to Be Your AI Budget Watchdog—Here's Why That's Actually Harder Than It Sounds

22 pieces.