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The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do)

SaaStr

Rolling out our AI SDR this morning. ✨ Lemkin (@jasonlk) June 16, 2025 The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do, If You Use The Tools Properly) I get this question at least 3x a week: “Jason, we tried AI sales tools and they just don’t work. What are we doing wrong?”

Scale 232
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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. The numbers are staggering: AI spending is set to hit $644 billion in 2025, growing at a mind-bending 76.4% year-over-year.

AI Search 233
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AI is Already Increasing Our Cognitive Load. That’s Only Going to Increase — Dramatically.

SaaStr

So I love our SaaStr AI. It’s already enabled us to: Dramatically improve our content Review 200+ pitches for SaaStr Fund Review 700+ content submissions for SaaStr Annual Review 150+ sessions for SaaStr Annual And so much more. Our SaaStr AI Has Done 139,156 Conversations On Its Own Already.

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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. The AI-Native CRO: How Revenue Leaders Must Evolve or Risk Obsolescence 4 Top Learnings for Revenue Leaders 1. AI Curiosity Is Now a Firing Offense to Lack.

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Where AI Really Matters in Vertical SaaS With CEOs of Owner, Alloy Automation, and DoNotPay

SaaStr

Activant Capital brought together at SaaStr Annua l a group of break-out next-generation AI enhanced vertical software leaders: the CEOs from Owner.com, Alloy Automation, and DoNotPay. At SaaStr Annual they shared their experiences and insights on implementing AI in vertical software companies. New restaurants up +31% in 1 month!

AI 189
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How to Use Generative AI and LLMs to Improve Search

TechEmpower SaaS

Artificial Intelligence (AI), and particularly Large Language Models (LLMs), have significantly transformed the search engine as we’ve known it. With Generative AI and LLMs, new avenues for improving operational efficiency and user satisfaction are emerging every day.

AI Search 519
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The New Rules of AI Investing: Why Speed Beats Strategy and Labor Budget Is the New Software Budget with Google Cloud’s COO

SaaStr

Bessemer’s Talia Goldberg and Google Cloud’s COO Francis Duza were kind enough to join us at SaaStr AI Summit 2025 on what’s driving the fastest technology adoption in decades. When AI applications can genuinely replace or augment human worknot just automate software tasksthe market size explodes from billions to trillions.