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

The Official SaaStr Podcast: SaaS | Founders | Investors · Nov 3, 2025 · 3m

So we’ve spent a ton of time over the years on SaaS talking about hiring a great VP of Sales / CRO . Not only because it really matters, but because hiring the wrong VP of Sales can set you back a year — or longer.

So I thought I’d come back to the classic topic and make a list of the Top 10 Mistakes I See Founders Make When Hiring a VP of Sales:

#1. Hiring a VP of Sales Who Never Really Understands Your Product During The Interview Process

Ok I know some even many will disagree, but I’m right here :). I can tell you as a pretty good investor across many leading B2B companies, I’ve never seen…