Saastr · 1 October 2026 · Operating Insight

You’ll Know if That New VP is Going to Fail at the First Board Meeting. Here Are The Clear Tells.

Jason Lemkin, GP @ SaaStr

A VP or CRO's readiness is visible at the first board meeting—watch whether they know their team and accounts cold, have a data-driven 60/90-day plan, and show early wins. Mediocre hires are still 'learning' and haven't met customers in person yet.

Read the full post on Saastr ↗

Topics: Venture Capital & Startups

Published by Saastr · their site ↗

More from Saastr

We Vibe Coded Our Own Calendly. Our AI Agent Pushed Us To Do It, and It Was Right.
Why Okta Tripled on … 11% Growth. 5 Interesting Learnings From One of the Biggest Re-Ratings in B2B This Year: 14% cRPO Growth, 30% of Bookings From New Products, and ~50x Forward Earnings
We Got a $240,000 Estimate for Agent API Access. Our Agent Suggested a $5 Postgres Instance.
The 10 Most Important Learnings From a16z’s Latest State of Markets: Horizontal B2B Trades at 2.7x Revenue, New Startups Are Growing 500%+, and 55% of Unicorns Have Under 2 Years of Runway
“This Is a Pretty Fancy Dinner. That Probably Means I’m Overpaying.” A Dreamforce Lesson From a Top 5 Customer
What 17,000 Subscription Apps Tell Us About Free Trial Length: Annual Plans Convert 86% Better With 30-Day Trials, Monthly Tops Out at Two Weeks, and AI Apps Hit a Wall at 16 Days

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.