Perhaps the #1 mistake I see startups make after $1m ARR is hiring a VP of Sales that is good ...
But not good for >their< startup. A mismatch.
And revenue then goes down, not up.
Here’s a 5 part test to make sure that doesn’t happen: 👇🏼
#1. Your VP of Sales should have lots of experience selling at your average ACV.
A great VP of Sales that has mainly sold $100k deals just isn’t going to make it at a $5k ACV start-up … no matter how strong they otherwise are.
Whatever your target ACV is for next year, that should be the #1 area your VP of Sales hire is good at.
Being good at a certain deal size also means you know how to manage the velocity, the pipeline, the opportunities needs, the hiring needs, etc. for that type of sale.
#2. Your VP Sales should have hired at least 2-3 quota-hitting reps before. Make sure they really have. Go talk to at least 2 of the reps. See if it’s all really as it seems
If your VPS candidate knows how to source and hire 2+ AEs & make them successful, they can do it again
#3. Your VP Sales should have 1-2 reps they’ve worked with that want come with them to your startup
Being a VPS is about managing, recruiting & building great teams. A good VPS candidate should have at least 1-2 of top reps from last role that want to join them at next one
#4. Your VP of Sales should have experience at least at the stage you’ll be at next year.
Not every VP has to have true “start-up experience”, but it’s super risky if they didn’t at least work for a while at the stage you’ll be at >next< year.
#5. You have to believe. Do not hire a VP Sales you don’t 100% believe in
This sounds silly, but I see this mistake so often. Especially w/ VPS with great-seeming resumes & domain expertise. Hooray, they worked at Slack. But if deep down you don’t 100% believe .. don’t make hire
Bonus criteria #6:
It helps a ton if the last product they sold … was harder to sell. Sales is always hard. But coming from say, a product with huge brand lift to one that’s harder to sell … those VPs of Sales almost always struggle.
Okta is one of the more interesting Cloud / SaaS leaders, growing from its early roots as one of several Cloud identity vendors, to break-out leader today
It's now approaching $1B in ARR, growing a stunning 43% (!) ... and even accelerating!
5 Interesting Learnings:
#1. Still growing 43% at Almost $1B in ARR.
This really is a stunning growth rate, even faster than Slack, Zendesk, Hubspot & more at $1B in ARR.
It shows the size and scale of Cloud continues to just shock us.
#2. NRR at 123% -- And Going Up.
Okta's NRR is a solid 123%, and is actually the highest it has been since IPO, and up from 118% a year ago.
So, no, NRR doesn't have to come down as you scale. Not at all.
The #1 hiring mistake founders make after $1M ARR:
A manager instead of a VP of Marketing
A manager instead of a VP of Product
A manager instead of a VP of Customer Success
A player-coach instead of a true VP of Sales
A product manager for now, not a VP of Engineering
First, the junior hire costs >more<
They aren't accretive. They don't pay for themselves. They don't generate more leads. Close more deals. Ship more features.
A true VP is accretive.
Second, you get burned out
A true VP takes 80%-100% of the function off your plate