Sierra

5 statements across 5 episodes · 5 bullish · 0 bearish · 2 people on the record · first statement Aug 13, 2025 by Jacob Effron · said 8 times in 7 episodes since 2025 · across every show →

Mentions by year

brought up most by Jason Lemkin (5), Rory O'Driscoll (2), Jacob Effron (1)

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Everything said about Sierra, oldest first

Aug 13, 2025 positive
Insight
AI Startups Build Incumbent-Like Brand Dominance with Unprecedented Speed
“The first is there is just, it's amazing how fast people can build brands and become almost incumbents in the AI application space and just the compounding advantages that come to that. And if you ask someone on the street, name an AI coding company, they'll p…”
Jacob Effron Aug 13, 2025 ▶ 23:39 Redpoint Ventures Playbook: How Top VCs Are Really Investing in AI with Jacob Effron
Dec 17, 2025 bullish
Assertion Contradicted
Lemkin: Sierra grew from $1M to $100M revenue in a year
“Sierra just said they went from one to a hundred million in a year. Brett Taylor, ex, you know, ex CTO of Facebook, co-CO of Salesforce, just going out to people and saying, you can replace a lot of your support teams with AI.”
Jason Lemkin Dec 17, 2025 ▶ 13:45 AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
Jan 2, 2026 bullish
Assertion Partly supported
Lemkin: Sierra and Intercom's Finn Scaled to $100M in Revenue
“Sierra went from nothing to a hundred million in one year, Decagon, lots of others. Intercom was just here, Finn. They, their AI products at a hundred million right after the company growth.”
Jason Lemkin Jan 2, 2026 ▶ 34:39 AI + B2B in 2026: Find the Tailwinds or Get Left Behind | Jason Lemkin
Jun 11, 2026 bullish
Opinion
Lemkin: AI Agents Expanded Customer Support and Legal SaaS Markets 100x
“These Sierra Decagons, and also legal Harvey, these were niche markets before agents. These were niche markets that are like 10 to a hundred times larger because the agents add so much value.”
Jason Lemkin Jun 11, 2026 ▶ 47:52 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Jun 16, 2026 positive
Insight
Lemkin: AI support, sales, and marketing functions are converging into one agent
“If you talk to folks like at Finn or Intercom or Gorgias or Sierra and others, they're all saying that there's convergence that support sales and marketing are all converging because once you can AI-ify them, you don't want to have three different agents, righ…”
Jason Lemkin Jun 16, 2026 ▶ 18:57 Our Agent Negotiated a Vendor Renewal, Became a CFO and a Better SDR .. but has too many guardrails
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