The moment comes when it’s time to hire your first VP Sales. We’ve talked in the past about the 48 Different Types of VP Sales, What a VP Sales Really Does, and even given you a Script to Use When Interviewing a VP Sales.
So then that time comes. Probably, unless you have a ton of funding, the time to hire your VP Sales will come after you have Initial Traction but well before you are at Initial Scale. So some money is coming in, but not enough on its own yet to make the business sustainable or at least achieve the type of velocity you want.
So at this stage, the VP Sales, while necessary, sure looks expensive. He or she will likely not only have the highest salary in the entire company (at least if he or she hits her plan and earns the full OTE, On Target Earnings) … but it will seem even more expensive than that. The VP Sales will in fact feel like a huge cost center. Because unlike the couple of reps you hired before her, that already more than pay for themselves at this point, most likely … this one instead looks very expensive. Oy … budgeting an extra $200k, $250k, $300k, or even far more for a VP Sales if they hit a plan … it sure looks like a big step at the time. And they’ll want to hire a few more reps, fast. In fact, building out your first revenue team realistically will cost about $3m all-in, before revenue contributions back. That math here:
So probably, what you’ll naturally want to do, or at least consider doing, is make your First VP Sales a Player-Coach. I.e., to carry her own individual quota (in addition to that of the whole team). Just carry their own $X00,000 quota in addition to the rest of their job, you’ll think. It’s only a couple of reps now anyway to manage in most cases — not a big deal. Your new VP of Sales needs to be one of those reps as well the boss of them to make the math work, you’ll think. That way, your VP Sales is not just a huge cost center on your P&L.

And beyond the pure cost, there’s another very sensible reason you might want your VP Sales to start as a Player-Coach and carry a quota for a little while. Because it’s a good test, and proving ground. Can he or she really do it? Trust me, I can tell you having been a VP in a F500 Tech Co … there are plenty of execs who try to manage but can’t actually do the job itself, at all, or at least, not anymore.
Here’s the thing though. If You’ve Hired a Great VP of Sales — It Just Doesn’t Matter. And in the end, it may just be a big distraction to push too much here.
The VP Sales hire is super risky. More than 50% of them don’t work out. But assuming you’ve hired a true manager, a true sales leader … what you need to hold him or her to is an absolute number and an absolute-ish budget.
E.g., I need you to close $2m in Net New Bookings in the Next 12 Months. Or whatever the number is. And we have budget for 4 reps plus you. Go get it done …
And in the end, that’s all the matters. And at a practical level, especially if you are in a high-velocity category, your VP Sales will quickly have his or her hands 100% full figuring out how to best sell, how to best help the reps sell, and how to scale sales. She won’t have time to complete open and close deals herself, for the most part. As we discussed before, directly selling is probably Job #5 for your VP Sales (more here).
Beyond that, giving her a quota to start may even be counterproductive. Everyone responds to incentives. Salespeople, especially so. If you have two metrics to hit as VP Sales — one, for yourself; the other, for your team — how do you prioritize? Both will likely suffer to some extent, at a practical level.
So my only point is just this. It may make sense for your VP Sales to start with an individual quota. It certainly probably will feel good.
But it won’t really save money or help in the end. Even if he or she starts off with her own bag, in a quarter or two if she does a good job, she won’t have time to hold an individual quota anymore. Especially the more SMB you are, because the sales cycles are just so rapid.
So I know it’s stressful to pay for your first VP of Sales. But don’t sweat it too much, if you pick the right one. And if you are sweating it .. maybe … maybe you don’t really have the right candidate.
Because in 2 quarters, your VP Sales should not only be the highest paid VP you’ve ever hired — but the highest ROI hire you’ve ever made, or close to it. For me, within 90 days of hiring our true VP Sales, Brendon Cassidy, our Revenue Per Lead doubled. So he more than paid for himself in 90 days, rendering his “cost”, and the question of whether he should carry his own individual quota in addition to a team one or not … simply irrelevant.
You may not see results that quickly, but you need to in 2 quarters or so. Or you’ve simply hired wrong. And if you do see those results, you won’t care at all how it gets done, and whether your VP Sales had an individual quota, or just a quota for all the revenue. So just do whatever works here.
(note: an updated SaaStr Classic post)

I think that your VP/Sales should be accomplished. I also think that that’s the CEO’s job for the first X days. A CEO has to be either technical or selling. When they are neither, it’s a problem and a half.
For sure!
Another fantastic post. Sincerely, you’re the most important writer on SaaS right now. I’d love to keep your insights to myself, but they’re just too damn good. Must share.
Now that I’ve stroked your ego, let me ask a question. I’m 6 months in as a new VP of Sales. Things are going great, but my team’s #1 request is more time with me. Yet I’m still carrying a big quota. The other exec’s are pretty rationale people and typically give me what I need, but my biggest challenge is helping them see why having me hand-off 100% of my deals will improve revenue.
I think they fear that we’ll start missing our numbers, but I KNOW we’ve hired great people and that I can add the most value just helping them succeed. Every bone in my body tells me I need to transition all of my open opportunities to my team and I’m confident that they will come through in a big way.
How do I convince the other exec’s that this is in the best interest of the company? Also, how do I go about getting my comp plan to reflect the value of making the team successful rather than rewarding me for individual deals I close?
Well, first my guess is your boss is relatively new to scaling sales. So you’re just going to have to get her or him to trust you that this is the way to go. And send them this blog post 😉 Because it sounds like it’s time. 6 months in is time to get rid of your direct quota if the overall quota is say 3-4x yours.
In terms of your comp plan, what I did was a 50/50/25 plan. 50% base; 50% for hitting the ENTIRE annual plan (paid out monthly); and 25% or more for significantly exceeded company’s annual plan. In reality though I never put a cap on anyone’s plan, including VPS, if they exceeded plans. What I just did was give the VPS a % of all $$ that came in above 100% of the CYE target.
I am a player coach, nothing like selling and being out there for an executive to understand what is going on. Time to come down form the mountain and time to stop wasting so much time on useless meeting !
Great! I think player coaches can work well in slower growth cos. But it becomes a bad use of time once you grow more quickly.