SaaStr · 2022-12-31
· 1250d
Hiring a Stretch VP of Sales: Benefits, Risks, and Practical Evaluation Framework
Brendon Cassidy argues that hiring a 'stretch VP of Sales'—typically a director-level candidate who served as a #2 to successful sales leaders—is often preferable to recruiting either perfect startup VP candidates (rare) or BigCo VPs (misaligned). The article provides specific evaluation criteria and timelines for assessing stretch VP performance, emphasizing their ability to build teams and drive revenue growth quickly.
Metrics in this report
Ideal Revenue Range for Hiring Startup VP
1-50$ millions
range
Company stage when hiring proven startup-experienced VP of Sales
Revenue Growth Timeline for Stretch VP
3months
required
Timeframe for demonstrating upward revenue trajectory before reconsidering hire
Stretch VP Hire Assessment Timeline
30days
minimum
Time to bring first candidate/hire into sales organization
Zenefits Sales Team Scaling Speed
0-200reps
achieved by
Sam Blond's sales organization building achievement in 18 months