Startups & VC × Tech & AI

Sierra raises $950 million in Series E at $15.8 billion valuation

Bret Taylor's AI customer service startup Sierra raised $950 million led by Tiger Global and GV at a $15.8 billion valuation. The company reached $150 million ARR within eight quarters and achieved over 40% penetration among Fortune 50 companies. The competition in enterprise AI agent market is accelerating.

Primary sources · 2
← View the full 2026-05-05 (Tuesday) issue
What you're reading now arrives in your inbox daily at 21:00 UTC.

Get today's brief every day at 21:00 UTC

7 must-reads · 17 fields · tracked storylines delivered to your inbox daily. Pick only the fields you want; unsubscribe anytime.

Past issues →