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SaaStr AI App of the Week: Syllable.ai

SaaStr

The Enterprise-Grade Platform That Makes AI Voice Agents Actually Work at Scale We’re proud to announce that Syllable is returning as a partner for SaaStr Annual + AI Summit 2026 , following their tremendous success and impact at our 2025 event. Your AI agents qualify leads 24/7 while human experts focus on complex cases.

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The Future of AI in SaaS Sales with Henry Schuck, CEO of ZoomInfo and SaaStr CEO Jason Lemkin

SaaStr

You can talk about the roadmap or sales strategy until you’re blue in the face, but if you don’t have the team to do it at scale, there’s no point in talking a ‘big game.’ ” The best sales leaders are the ones that are even better recruiters than the CEO. Nothing else matters, right?

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AI and the Bottom Line with Canva’s CCO: How They Built a $7B Enterprise Motion on 16 Billion AI Interactions

SaaStr

How Canva’s CCO Built a $7B Enterprise Motion While Preserving PLG Culture Rob Giglio, Canva’s Chief Customer Officer, shares the playbook for scaling from 170M to 230M monthly active users while building enterprise sales without compromising company culture. Top 5 Takeaways 1.

Scale 173
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AI, Sales + GTM in 2025/2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton

SaaStr

At SaaStr + AI Summit 2025, Jason Lemkin and Kyle Norton CRO of $1B+ vertical SaaS leader Owner (where Jason is on the board) did a deep dive on AI in Sales today. This isn’t about being an AI expertit’s about demonstrating active engagement with AI tools and genuine interest in how they can transform sales outcomes.

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Marketing Operations Efficiency: The Essential Checklist

Today, the discipline is increasingly interwoven with other vital go-to-market motions — including sales and customer support — and is responsible for all business elements associated with marketing, including the tech stack. As marketing becomes more tech-driven, the role of marketing operations (MOps) is getting more complex.

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5 Things That Are Actually Working and 5 Things That Aren’t in B2B SaaS AI with Ironclad’s CEO and a16z

SaaStr

AI-powered Customer Onboarding and Customer Support We’re seeing a lot of companies using either AI tools they built themselves or through 3rd-party AI SaaS vendors have success helping users understand a new behavior or use a product for the first time. What’s Currently Working in AI for SaaS 1.

AI Search 284
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Why SaaStr’s AI is So Good: Tons of Data. Tons of Training. And Daily QA.

SaaStr

By Day 60, I scaled this back to about once a week. From Harvey to Palantir to Scale AI to OpenAI. Harvey’s Approach: Custom-Trained Models + Human QA Harvey partnered with OpenAI to create a custom-trained case law model and added the equivalent of 10 billion tokens worth of data to power the custom-trained case law model.

AI 198