Your top 10% can make a broken sales org look healthy.
Your top performers show you what exceptional talent can overcome. Your middle and bottom show you what you've actually built.
Your top 10% can make a broken sales organization look healthy. I've seen this more than once.
Great reps can win with a bad territory. They can create pipeline without marketing, work around broken processes, overcome weak positioning, and close deals without much help from management.
Then leadership points to them and says, "See? The model works."
Maybe.
Or maybe your best reps are covering up everything that doesn't.
Study the middle and the bottom
When I'm trying to understand the actual health of a sales organization, I spend a lot more time studying the middle and bottom of the team. I compare reps who were given similar opportunities and start asking questions:
- How much does performance change depending on the manager?
- Are some territories just structurally unwinnable?
- Where does conversion fall apart, and does it happen consistently across reps?
- How long does it take the median rep to get a first, second and third win?
- Are struggling reps actually improving, or are we just waiting long enough to replace them?
- When someone misses, can we honestly tell whether it's a skill problem, an effort problem, a market problem or a system problem?
And the one I care about most: does the organization make average reps better, or does it just take their best opportunities and hand them to the stars?
When leadership misses, reps get more work
There's a related pattern. When sales leadership fails, somehow the reps always end up with more work.
Team misses? More activity.
Pipeline is light? More prospecting.
Conversion drops? More training.
Deals slip? More deal reviews.
Forecast is wrong? More CRM requirements.
Win rates fall? More process. More inspection. More accountability.
At some point, leadership has to look in the mirror. Adding more expectations to reps isn't the same thing as making them better.
A rep struggling with discovery doesn't need another KPI. They need a manager who can listen to the call, diagnose what went wrong, show them what better sounds like, and coach it until the behavior changes.
A rep losing late-stage deals doesn't automatically need more pipeline. They need someone who can figure out why they're losing. No champion? No urgency? Single-threaded? Never reached power? Poor qualification? That's the job.
Measuring performance isn't managing it
Too many sales organizations have confused managing performance with measuring performance. We've gotten incredibly good at inspecting reps. I'm not sure we've gotten nearly as good at developing them.
Before you add one more thing to your sales team, ask: what is leadership going to do differently?
A quick sales team health check
- Pull attainment for every rep, not just the total. Look at the spread, not the average.
- Remove your top 10% and re-run the numbers. That's closer to what your model actually produces.
- Compare manager to manager. Big differences point to a coaching problem, not a talent problem.
- Measure time to first, second and third win for new reps. That's your real ramp.
- Find where conversion breaks and check whether it breaks the same way across reps. If it does, it's the system.
A scalable revenue engine isn't proven by what your best rep can accomplish. It's proven by how consistently you can make capable people successful.
Adapted from two of my LinkedIn posts on sales team health. Follow me on LinkedIn for more.
Frequently asked questions
How do you assess the health of a sales team?
Look past total attainment and study the middle and bottom of the team. Compare reps with similar opportunities, compare managers, measure time to first wins, and find where conversion breaks and whether it breaks the same way for everyone.
Why can top performers be misleading?
Exceptional reps can win despite bad territories, weak positioning and broken process. Their results can make the overall sales model look healthy when it isn't.
What should leadership do when sales results slip?
Before adding activity targets, inspection or process for reps, diagnose why results slipped and decide what leadership will do differently, such as better coaching, clearer qualification or fixing territories.
