SaaStr · 2025-09-15 · 262d

The Top 10 Mistakes First Time B2B SaaS Founders Make

Jason Lemkin catalogs ten common mistakes made by first-time B2B SaaS founders, including hiring inexperienced managers, underpaying talent, micromanaging, prioritizing company logos over capability, and failing to move markets aggressively. The article emphasizes that first-timers often execute faster than second-timers despite lacking experience, but tend to repeat predictable errors in hiring, pricing, and organizational scaling.

5 metrics· Cited 0× in the knowledge base ·Open source ↗

Metrics in this report

ARR Threshold for Field Sales Expansion

20million

maximum before

Too late to wait until this ARR to add geographic field sales teams

ARR to Scale Founder Time Management

4-5million

maximum threshold

ARR at which founders must stop micromanaging or hit a human capital wall

Employee Count for Direct Founder Hiring Involvement

50employees

up to

Threshold where founder is typically directly involved in hiring decisions

Sample Customer Deal Size

100-150k

range

Example progression when going upmarket

Time to 10x ARR Growth

5quarters

or less

For best first-time founders going from $1m to $10m ARR