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# Sales success culture:  The CRO's ultimate leverage point
- URL: https://www.revenueoperationsalliance.com/sales-success-culture-the-cros-ultimate-leverage-point/
- Published: 2026-10-06T14:46:45.000Z
- Updated: 2026-10-06T14:48:16.000Z
- Description: Losing a top performer costs 2x their quota. Here's the three-pillar culture framework that prevents it, and drives double-digit revenue growth.
- Author: Mark Rosenthal
- Tags: Sales Ops, Articles

When I joined Castle, one of the first things I did was request a market visit with our West Coast sales team. The regional VP laughed. Not in a mean way, just genuinely surprised. He told me my predecessor had been at the company for four years and never once made the trip out.

I was there in two weeks.

We toured our three offices in Seattle, San Francisco, and Los Angeles. I had one-on-ones with every team member. We did dinners in each market. And what I found was a stark, uncomfortable contrast between the teams in the north and the team in LA.

In Seattle and San Francisco, nobody ordered drinks at dinner. Nobody wanted appetizers. Nobody stayed for dessert. It was polite, obligatory, and wrapped up early. The vibe was clear: *the new CRO is in town, so we have to show up, but we're not happy about it.* LA was better, but only marginally.

When I dug deeper, I found what was underneath all of it. There were HR complaints, formal grievances, even lawsuits. There was a culture of hard-line management, but not metrics-driven management. Just berating. People were in the wrong seats. The whole thing needed to be fixed, and fast.

So we made rapid changes. I replaced the regional VP. I promoted a high-performing frontline manager to director. And I moved a low-performing manager back to an individual contributor role. By the end of 2024, that team had improved 5,900 basis points from Q1\. They went from negative sales growth to positive sales growth, a 1,500 basis point improvement, with a dramatically stronger culture underneath it.

Here's the part I love most: that manager we moved back to a rep role? He made President's Club that year, in only three quarters. This year, he's the number three rep across the entire sales organization and on a path to take the top spot. He was in the wrong seat. We corrected it. And he thrived.

That story matters because it illustrates something I believe deeply: a sales success culture is a CRO's ultimate leverage point. More important than pipeline inspection. More important than AI tools. More important than any individual process or system, all of which are components of your culture, but none of which are the whole thing.

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## Why culture matters more than you might think

You can't inspect your way to growth. I think most of us know this intuitively, but it's worth saying plainly. Culture drives performance when nobody's watching. It's the tone in the group chat. 

It's the urgency on a Tuesday morning. It's how your team rushes to solve a problem together, or doesn't. It's how you bounce back when you miss a quarter, and how you celebrate when you win one.

The data backs this up. Gartner research shows a material performance impact when organizations build a strong sales success culture. And on the flip side, a weak culture has real financial consequences. Losing a top performer can cost you as much as two times their annual quota. If you've got a rep carrying a $500k quota and they walk out the door, you could be looking at $1 million in lost revenue, replacement costs, recruiter fees, and backfill time combined.

Culture degrades when good people are trapped in bad systems. So our job as CROs is to kill confusion, create transparency, and build consistency across the organization. Take the guesswork out of expectations. That's where the framework comes in.

[Why simplifying your revenue stack comes before everything elseHow Siemens Digital Industries is simplifying RevOps across 4,000 sellers.![](https://storage.ghost.io/c/62/19/6219f8f5-5d35-43bc-82c3-ce0aeb6b2cc9/content/images/icon/android-chrome-192x192-1af0d1f1-7cd4-4a35-aa17-01d1d8982727.png)Revenue Operations AllianceFabrice Buron![](https://storage.ghost.io/c/62/19/6219f8f5-5d35-43bc-82c3-ce0aeb6b2cc9/content/images/thumbnail/Emily-Hartzell--2--0b7fbf5a-b9ad-403d-bd68-778cede51d24.png)](https://www.revenueoperationsalliance.com/why-simplifying-your-revenue-stack-comes-before-everything-else/)

## The three pillars of sales success culture

I've used this framework at the last three companies I've led, and it works. There are three pillars: a solid ecosystem, economic success, and personal growth.

Before I break each one down, here's how I frame it for my team at our sales kickoff:

> *"Our rare opportunity as CROs is to leverage a solid ecosystem of support resources to attain economic success for our people through the accomplishment of individual and team goals, helping them achieve personal growth by doing career-defining work every day. This will enable your team to create huge value for the world by delivering world-class solutions to countless users, teams, and companies, making a dent in the universe bigger than themselves."*

Maybe that sounds aspirational. Good. That's exactly what it's supposed to be. Our job as CROs is to set the vision, make it exciting, make it something people genuinely want to be part of. That's how you recruit great talent. That's how you retain it.

## Pillar one: solid ecosystem

A solid ecosystem is the collection of tools and resources that actually enable your team to succeed. It covers several areas.

**A clear addressable market.** Working across marketing, sales, customer success, product, and every other function to define where you have a genuine right to win. At Castle, we have around 150 products and over 2,000 SKUs in our CPQ tool. My job, and our leadership team's job, is to prioritize and point our sales team toward the things that give them the best chance of winning.

**The right tech stack.** Invest in tools that remove administrative burden and make selling easier. Right now, we're doing a lot with AI-driven automation. One example: we built an automation where our CRM scrapes the calendar, identifies upcoming external meetings, pulls the LinkedIn profiles and investor presentations of the people you're meeting with, extracts the relevant information, and delivers a pre-meeting prep package two business days before the meeting. 

It goes to the rep and to anyone else from Castle attending. The rep doesn't have to spend time prepping me. It just shows up in my inbox. That's time back in the seller's day.

**Consistent operating cadence.** This is where culture actually shows up in the day-to-day. Your forecast call promotes discipline and ownership. Your deal desk celebrates judgment. 

Win-loss reviews drive accountability and clarity. President's Club builds aspiration. Culture isn't built at the all-hands meeting or at sales kickoff. Those matter, but they're not where culture lives. Culture lives in what you do every single day, in the pipeline reviews, in how you prioritize, in the consistency and repeatability of your operating rhythm.

**Celebrating the right behaviors.** Look across your organization, find the best of what's happening, and put it on a pedestal. We celebrate collaboration at Castle, and I mean cross-functional collaboration specifically. 

When marketing, product, customer success, and sales all work together to drive an outcome, we recognize it, reward it with spot bonuses, and talk about it publicly. Because what you celebrate, you get more of.

## Pillar two: economic success

This one's more straightforward. Commissions, spiffs, sales contests, President's Club, all of it matters. Your people need to be able to earn real money and real rewards for real performance.

But here's the lesson I learned the hard way at a prior company: economic success alone won't create a great culture, and it won't retain your best people either. We tend to assume salespeople are purely motivated by money. A lot of them are. But money alone won't overcome a poor sales culture. And equally, if you've got a great culture but you're paying below market, you'll still lose people.

Economic success is one pillar of the recipe. It's critical to get it right. But in isolation, it doesn't hold.

## Pillar three: personal growth

This might be the pillar that gets underinvested in most often, and it's the one I feel most strongly about right now.

Whether your company is the only place someone will ever work, and I have an RVP who's been at Castle for 35 years, or whether it's one stop on a longer career journey, your job as a CRO is to create the conditions for career-defining work. Your team has to believe in the purpose. They have to believe in you as a leader. And they have to believe they can grow, learn, and develop where they are.

On my way to this keynote, I had a call with one of our account managers. She joined us as a BDR fresh out of college a little over a year ago. We promoted her because she's exceptional. Genuinely one of the most talented people I've worked with. And she wants to leave.

She's not getting the career development and growth she needs at 24 or 25 years old. My commitment to her on that call was that if she stays, I'll meet with her weekly. I'll personally coach her, personally mentor her, and we'll build a professional development plan together. And if in three to six months she's still unhappy, I'll help her find her next opportunity. I really don't want to lose her.

But here's the honest truth: this is a failure of mine and of our management team. We didn't have that conversation with her early enough. And that's exactly the kind of thing a strong sales success culture is supposed to prevent.

So a few things I'd push you on here.

**Make sure everyone has a professional development plan (PDP).** And review those PDPs personally, especially for your high performers. Your top performers need PDPs more than your underperformers do, because retaining them is where the real leverage is. What do you do with a top-performing account executive who doesn't want to move into management but still wants to grow? You need to know what they want so you can invest in it.

[Why your next revenue tool should be harder to buySprawl gets built at the point of purchase. One signed order form at a time, each backed by a business case that looked fine on its own.![](https://storage.ghost.io/c/62/19/6219f8f5-5d35-43bc-82c3-ce0aeb6b2cc9/content/images/icon/android-chrome-192x192-7465f6a2-03a5-4483-a0d5-1a5a4d306623.png)Revenue Operations AllianceMarisa Garanhel![](https://storage.ghost.io/c/62/19/6219f8f5-5d35-43bc-82c3-ce0aeb6b2cc9/content/images/thumbnail/account-based-marketing-attribution--1--0ce3dda8-6618-499d-bca6-06dd110a0536.png)](https://www.revenueoperationsalliance.com/why-your-next-revenue-tool-should-be-harder-to-buy/)

**Invest heavily in coaching.** When I first got to Castle, I asked the entire sales management team how much time they spent coaching. They said 50%, maybe more. Then I clarified: coaching is letting reps fall down and picking them up. Coaching is giving structured feedback. It's using a framework consistently, like "one up, one down" after every meeting. What's one thing we did well? What's one thing we could have done better? That's coaching.

After I clarified the definition, they revised their estimate. About an hour per week. Not per person. Total. In a 40-hour week, one hour of coaching across an entire team is nowhere near enough. And it's no surprise that I'm getting calls from talented people who feel like they're not growing.

Pick a coaching framework, any good one, and run it consistently across your organization. Build simulations for coaching conversations if you can. And make sure your frontline managers are getting coached too, because they set the tone for every rep's daily experience. They're the ones translating vision into action. They're the ones who will make or break your culture at the ground level.

This is the conversation Jeff Jaworski is bringing to CRO Chicago on 17 November.   
  
Jeff founded Google's Global Sales Coaching Program, arguably the most scaled coaching operation in enterprise sales history, and he'll be on the main stage exploring what it actually takes to lead differently and build a team that scales.   
  
If this section resonated, his session is worth the trip.  

[Request your invite ](https://chiefrevenueofficersummit.com/location/crochicago/register) 

## Culture comes from the bottom up

This is something I come back to again and again. Culture doesn't come from the HR handbook. It doesn't come from the sales playbook. It comes from the bottom of the organization upward. Our job as CROs is to provide the framework and then push it out so the team can exist within it, evolve it, and make it their own.

The difference between a rep performing at 70% and one performing at 120% often isn't raw talent. It's clarity, coaching, and consistency. Provide those three things, and you'll see performance lift across the board. A strong sales success culture combined with a great onboarding program can reduce rep ramp time by as much as 25%. That's a measurable, economic outcome.

And when you're building this across a geographically distributed team, which I am at Castle, you have to be intentional about presence. I'm at around 85 or 86 nights on the road this year. Each regional team gets together in person at least once a quarter. We look for every opportunity to pull people together, both virtually and face-to-face, because micro-cultures develop in each office, and your job is to make sure those micro-cultures are all pointing in the same direction.

## Two questions worth sitting with

When I was preparing for this talk, I found it useful to reflect on two simple questions. I'd encourage you to do the same.

**What's one behavior you personally reward that reinforces your culture?**

For me, it's collaboration. Specifically, cross-functional collaboration. When marketing, product, customer success, and sales all work together to drive a win, especially a turnaround, we celebrate it loudly. Spot bonuses. Public recognition. We make it visible.

**What's one behavior you tolerate that erodes it?**

For me, honestly, it's complaining. People bringing problems without solutions. I tolerate it more than I should, and it's the thing I'm most actively working on right now. Driving our managers to push solution orientation rather than problem orientation. It sounds simple. It's harder in practice.

Reflect on both of those questions for your own organization. The answers will tell you a lot about where your culture actually is, versus where you think it is.

## The bottom line

Culture isn't a soft metric. Done right, it's a three- to five-percent margin driver and can deliver double-digit revenue growth. Your sales success culture is your ultimate leverage point for real economic impact.

The three pillars, a solid ecosystem, economic success, and personal growth, give you a structure to build it intentionally. Not just at sales kickoff. Not just in the all-hands. Every day, in the operating cadence, in the coaching conversations, in the way you celebrate the right behaviors and address the ones that erode what you're building.

If you're not sure where to start, begin with those two questions. And then take a hard look at whether your frontline managers are coaching or just doing. Whether your top performers have development plans or are quietly looking elsewhere. Whether your culture is something your team feels, or just something that lives in a slide deck.

The framework exists. The work is in the doing.

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**Editor's note:* This article is based on a talk given at our Chief Revenue Operations Summit, Boston 2025, by Mark Rosenthal, who was at the time Chief Revenue Officer at Kastle Systems. At the time of this article, he's the CRO at Litmos.*