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

SaaStr

✨ 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. I’ve been in B2B and Saa sales for 15+ years.

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Top 10 Unexpected Learnings from Scaling Wiz From $0 to The First $100M ARR with founding CRO Colin Jones and Sam Blond

SaaStr

It’s an incredible look back on scaling and more: Colin Jones, first Chief Revenue Officer at Wiz. Rather than seeing this as a liability, Wiz leveraged it as a strategic advantage — even in its sales team. Colin joined Wiz in February 2021 when the company was near zero revenue.

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A 10 Point Checklist for Hiring Your First Few Sales Reps

SaaStr

Your first few sales reps have to be … different. And someone you can trust with your few, precious leads. "That "That early sales team … they have to be product gurus. Leads are too precious in the early days to waste on someone you dont trust to clos. Do They Know How to Sell Without a Big Brand?

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4 Unexpected Learnings from Databricks’ Sales Growth Machine From Its VP of Sales

SaaStr

A little ways back Databricks VP of Sales Heather Akuiyibo joined SaaStr to share unexpected things that work well at Databricks GTM organization as well as some things that havent worked as well. Deep Dive: Unexpected Learnings Time Management as Competitive Advantage Most sales organizations guess how reps should spend their time.

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Monetizing Analytics Features: Why Data Visualizations Will Never Be Enough

Think your customers will pay more for data visualizations in your application? Five years ago they may have. But today, dashboards and visualizations have become table stakes. Discover which features will differentiate your application and maximize the ROI of your embedded analytics. Brought to you by Logi Analytics.

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Dear SaaStr: How Do I Make Sure My First 1-2 Sales Reps Are Strong?

SaaStr

Dear SaaStr: How Do I Hire a Great First 1-2 Sales Reps? "Never, ever hire a VP of Sales until you have 2 individual sales reps really closing. . "Never, "Never, ever hire a VP of Sales until you have 2 individual sales reps really closing. And that early sales team? Hitting quota.

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88% of B2B IPOs Have Founder CEOs. And Those Ones Do Far, Far Better

SaaStr

Why Founders Stay: The B2B Advantage The 88% founder retention rate isn’t coincidental—it reflects fundamental advantages that founders bring to scaling enterprise software companies. Relationship-Driven Sales Cycles B2B sales are complex, long-cycle, and deeply relationship-driven. Filed, founder CEO.