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AI Adoption: 5 Hard Truths About the Fastest Technology Transformation in History With Aaron Levie, CEO Box

SaaStr

We wanted to kick it off with some of the key insights with Box CEO Aaron Levie and IBM VP AI Raj Datta: The Numbers Don’t Lie – ChatGPT Hit 500M Users in Just ~2 Years Let’s start with the cold, hard metrics that SaaS leaders seem to underestimate: AI adoption is happening at an unprecedented velocity.

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The Surprising Enterprise AI Giants: Oracle and SAP (Really!)

SaaStr

Oracle Cloud Infra signs $30B+ year deal with OpenAI 🚀Many ways to benefit from AI 😪And many ways to lose from it If Oracle can find a way … pic.twitter.com/1rOZrzaRw4 — Jason ✨👾SaaStr.Ai✨ billion in Q4 FY2025 Cloud Services became Oracle’s largest business, with non-GAAP operating income up 14% in constant currency to $5.7

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SaaStr Annual + SaaStr AI Summit 2025: Meet The Best of The Best in Cloud, B2B and AI! May 13-15 in SF Bay!!

SaaStr

250+ speakers. 12,000+ SaaS leaders. 100B+ in market cap. 250+ speakers. 12,000+ SaaS leaders. 100B+ in market cap.

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AI is Driving a Freemium Renaissance. Run Toward It.

SaaStr

So there are two massively different vibes in B2B and Cloud and SaaS today: Folks fighting to keep slowing growth going. Let’s ask them: ChatGPT says 70% Deepseek says 40%-60% Claude says 60%-70% If you are building a direct competitor to ChatGPT, you probably have to copy their pricing model, like DeepSeek.

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Mastering Growth in the AI Era: How to Stand Out, Acquire Customers, and Raise VC Dollars with B Capital, Zetta, and Glasswing

SaaStr

The current state of AI adoption resembles the early days of cloud: great infrastructure exists, but there’s a lack of applications to use it effectively. Examples like ChatGPT and Perplexity demonstrate how AI applications can be adopted through PLG strategies. Everyone is trying to DIY without knowing how.

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The $939B Question: Is AI Eating SaaS or Feeding It?

SaaStr

The Great Spending Showdown: AI vs SaaS in 2025/2026 — What Every B2B Leader Needs to Know We’re witnessing the most dramatic shift in enterprise tech spending since the cloud migration began 15 years ago. Historical precedent : Companies that survived the cloud transition were those that disrupted themselves first.

AI Search 283
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The Top 10 Events in SaaS. According to ChatGPT.

SaaStr

Google Cloud Next: Google Cloud Next (now known as Google Cloud Next ’21) is an event organized by Google Cloud to showcase their latest advancements, product announcements, and customer success stories, impacting the SaaS industry. According to ChatGPT. appeared first on SaaStr.

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