Sierra

4 statements across 2 episodes · 4 bullish · 0 bearish · 2 people on the record · first statement Jan 28, 2026 by Bret Taylor · said 30 times in 9 episodes since 2026 · across every show →

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brought up most by Alex Kantrowitz (15), Bret Taylor (8), Ranjan Roy (4), Mike Krieger (2), David Cahn (1)

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Everything said about Sierra, oldest first

Jan 28, 2026 bullish
Prediction Not checkable as stated
Taylor: AI agents will handle most customer interactions instead of websites
“Your AI agent is going to be your digital front door, and most of your customer interactions will happen via your AI agent, not by, from your mobile app or your website, even if they exist in those platforms,”
Bret Taylor Jan 28, 2026 ▶ 23:13 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra
Jan 28, 2026 positive
Opinion
Taylor: AI agents are more reliable than the human systems they replace
“So first, I would actually argue, counter-intuitively, AI agents are actually more reliable than most of the systems that they replace. It doesn't mean they're perfect, by the way. They're just more perfect than the very fallible human operation systems that, …”
Bret Taylor Jan 28, 2026 ▶ 34:33 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra
Jan 28, 2026 bullish
Prediction Open · timeframe Jan 2031
Bret Taylor: AI Agents Will Shift Software Toward Outcomes-Based Pricing
“I would argue that actually, I think agents will go the way of outcomes based pricing where, you know, for example, at CIRA, we charge per resolved case for our customer service agents. I think if you made an agent to Audit your financials. You should pay per …”
Bret Taylor Jan 28, 2026 ▶ 12:51 Is AI Killing Software? — With Bret Taylor, OpenAI's board chair and CEO of Sierra
Apr 20, 2026 positive
Opinion
Kantrowitz: Combining Bret Taylor's Sierra and OpenAI makes perfect sense
“And by the way, Brett Taylor, a combination of Sierra and open AI would make so much sense, especially as open AI goes after goes after enterprises. It would be a perfect match.”
Alex Kantrowitz Apr 20, 2026 ▶ 46:09 Jensen On The Ropes, Sam Altman’s Conflicts, Allbirds’ GPU Pivot
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