Saastr · 19 October 2026 · Operating Insight

The Top 10 Mistakes I See In The CRO / VP of Sales Hiring Process

Jason Lemkin, GP @ SaaStr

Ten practical mistakes founders make when hiring a VP of Sales or CRO—from hiring candidates who don't understand the product to being seduced by prestigious past employers—with frameworks to avoid each pitfall.

Read the full post on Saastr ↗

Topics: Venture Capital & Startups · Enterprise Software

Published by Saastr · their site ↗

More from Saastr

5 Interesting Learnings From Anthropic’s Data on Its Own Workforce: Junior Technical Hiring Down From 27% to 9%, Agents Working 6x the Hours of Humans, and Agents Waiting on a Human 80% of the Time
Cloudflare Cut 20%. Atlassian Cut 10%, Mostly Engineers. Bending Spoons Cuts Up to 75%. All Three Are Growing Faster or Earning More. So How Lean Can B2B Teams Really Get?
Going Headless: Claudeforce vs. Replit vs. Lovable, Agents Picking Our Vendors, and Two of Our Agents Built Their Own Inbox to Talk Behind Our Back: The Agents #016
G2’s 2026 AI Agents Report: Only 9% of Buyers Think Seat Pricing Is Fair, 57% Want Usage-Based, and 74% Will Shop You at Renewal
5 Interesting Learnings from Bending Spoons at $2.8 Billion in Revenue: 126% Growth, 3% Organic Growth, and $1.08 Billion of ARR Bought in 37 Days
Want to Steal a Customer From a Competitor? Ask Them What It Would Really Take

SandHill indexes 800+ venture capital blogs and newsletters and sends the best of them every Sunday. Browse the sources · browse by topic · read the blog.