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Oliver Buchannon
Abhishek Gupta

I am AI Engineer with a business lens

Perplexity Has 100 Million Users but No Reason for Any of Them to Stay.

Jun 24, 2026

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3 min read

Perplexity Has 100 Million Users but No Reason for Any of Them to Stay.

~100M monthly users. ~$500M ARR. A ~$20B valuation. And a quiet problem: the people who loved it most are starting to walk away.

Abhishek Gupta
Abhishek Gupta
OpenAI loses money on almost everyone who uses ChatGPT not on free tier, it's everywhere.

Jun 17, 2026

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3 min read

OpenAI loses money on almost everyone who uses ChatGPT not on free tier, it's everywhere.

900 million weekly users and the fastest revenue climb software has ever seen. Also a 33% margin and roughly $27B a year in losses. Both are true.

Abhishek Gupta
Abhishek Gupta
Anthropic's Close to $1 Trillion Valuation Runs on Compute It Doesn't Control

Jun 10, 2026

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3 min read

Anthropic's Close to $1 Trillion Valuation Runs on Compute It Doesn't Control

$47B in run-rate revenue. Nearly profitable. A $965B valuation. Yet the infrastructure underneath it belongs to someone else.

Abhishek Gupta
Abhishek Gupta
Cursor Is Two Companies. Only One of Them Makes Money.

Jun 3, 2026

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2 min read

Cursor Is Two Companies. Only One of Them Makes Money.

~$3B in revenue, a $29.3B valuation, and a tier that loses money on its biggest fans. The split nobody talks about.

Abhishek Gupta
Abhishek Gupta