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Top SaaStr Posts, Pod and Vids of the Week: Jason Lemkin + Dave Kellogg, State of the AI Cloud, New CRO Confidential, and More!!

SaaStr

The Cloud Bubble Lasted About 18 Months. How Long Will the AI Bubble Last? #3. 83% Percent of You Haven’t Gotten AI SDRs to Work … Yet #5. State of the Cloud 2024: The Cloud AI Era with Bessemer Venture Partners #3. And Why You Really Need a VP of Sales, and Not a CRO.” ” #2.

Cloud 301
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The Top 10 SaaStr Videos and Podcasts of the Year: CEOs of Rippling, Klaviyo and Automattic; YCombinator’s Secrets; State of AI Cloud; and More!

SaaStr

We’re on the top 1% on Spotify overall and just added video there, and our YouTube has become a great stream of the best of the best in SaaS, Cloud and AI. State of the Cloud 2024: The Cloud AI Era with Bessemer Venture Partners #9. It’s been a great year for SaaStr videos and podcasts.

Cloud 261
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AI Agents in B2B: Top 10 Learnings from Aaron Levie, CEO of Box and IBM’s VP of AI

SaaStr

At SaaStr’s packed AI Summit 2025 , Box CEO Aaron Levie and IBM VP of AI Raj Datta did a deep dive together with SaaStr’s Jason Lemkin on how B2B companies should think about AI agents. With 10,000 attendees—a massive jump from last year—the energy around AI agents was electric.

AI 220
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SaaStr on 20VC This Week: Why 40% Cloud Adoption Marks the End of Easy Growth. And Why the AI Budget War is Just Getting Started

SaaStr

Why 40% Cloud Adoption Marks the End of Easy Growth. And why the AI budget war is just getting started Top 5 Takeaways 1. The 40% Tipping Point : With 40% of workloads now in the cloud, SaaS has hit market maturity. The AI Budget War: A Zero-Sum Game or Market Expansion?

AI 259
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Product Transformation: Adapting Your Solutions for Cloud Models

Speaker: Ahmad Jubran, Cloud Product Innovation Consultant

In order to maintain a competitive advantage, CTOs and product managers are shifting their products to the cloud. Many do this by simply replicating their current architectures in the cloud. Those previous architectures, which were optimized for transactional systems, aren't well-suited for the new age of AI. And much more!

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Clouded Judgement - 3.28.25 - The New AI Risk Curve

Clouded Judgement

Every week I’ll provide updates on the latest trends in cloud software companies. Data from Stripe (below) shows the speed at which AI native companies are growing compared to SaaS companies. Data from Stripe (below) shows the speed at which AI native companies are growing compared to SaaS companies.

Cloud 299
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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. a Game-Changer Forget everything you know about flimsy AI chatbots.

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People, Passion & Perfection: The Key Ingredients for an Awesome Product

Dive into "People, Passion, and Perfection" and unlock the secrets to building excellent products in the digital age.

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5 Things a Data Scientist Can Do to Stay Current

And more is being asked of data scientists as companies look to implement artificial intelligence (AI) and machine learning technologies into key operations. Read the ebook to get more information about staying up to speed with the latest technologies in a rapidly evolving AI environment.