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Sales Leadership Accelerator

Stop Playing Catch-Up in Sales


February 21, 2026 | Read online

Stop Playing Catch-Up in Sales

by Kevin "KD" Dorsey

Most sales leaders think they have a performance problem. What they actually have is a signal problem.

They’re reviewing calls after they bomb. Reviewing pipeline after it stalls. Reviewing activity after the week’s already lost.

And then wondering why it feels like they’re always chasing.

Y’all… you can’t fix yesterday.

You can only architect tomorrow.

This is the shift I want you to make going into this quarter:

Stop obsessing over what broke. Start studying what wins. And start acting on signals before the deal dies.

Let’s break it down.

1. Signal > Surprise

Asana increased win rates from 32% to 57% after implementing Consensus.

Read that again.

Not 3%. Not 7%. From 32% to 57%.

But most leaders see that stat and think:

“Cool. Automation.” Wrong.

The real story is signal visibility.

When a buyer:

  • Watches your demo
  • Shares it internally
  • Comes back to it twice
  • Brings in another stakeholder

That’s not “engagement.” That’s intent. And when they don’t engage?

That’s a signal too.

Most teams don’t act on signals.

They act on silence.

“Just checking in…”
“Wanted to circle back…”
“Any updates?”

By then, the deal’s been dead for two weeks.

Tools like Consensus flip that dynamic.

Instead of guessing who’s serious, you see:

  • Who’s actually consuming content
  • Who’s sharing internally
  • Who’s looping in additional stakeholders
  • Who went cold before they ghost

That’s how Asana saw:

  • 80% increase in win rate when used
  • 18% faster sales cycle
  • 400 FTE hours saved
  • $800k closed without live SC calls

Automation didn’t replace reps. It gave them unfair focus. And focus is leverage.

2. Study Greatness, Not Just Failure

Here’s the leadership trap.

Most VPs and CROs spend hours diagnosing why deals were lost.

Very few study why deals were won.

That’s backwards. Every quarter, you should be asking:

  • Who has the highest close rate?
  • Who has the highest stage-to-stage conversion?
  • Who has the highest ACV?
  • Who moves deals fastest through the strike zone?

Not overall. By metric.

This is what I call studying greatness.

Pull every call. Read every email. Analyze every proposal.

When do they follow up?
How do they handle silence?
When do they bring in stakeholders?
How do they position value before pricing?

Patterns exist. But if you’re not looking, you’re guessing. And guessing leaders end up “fixing” things that aren’t broken.

One hour a week studying greatness beats ten hours fixing mediocrity.

3. Flip Your Calendar Forward

Open your calendar. Count how many meetings say:

  • Call review
  • Pipeline review
  • Forecast review
  • Activity review

Now flip them.

Call review → Call prep
Pipeline review → Pipeline planning
Forecast review → Forecast building
Activity review → Activity planning

Same 30 minutes. Different outcome.

Reactive one-on-ones ask:

  • What happened?
  • Why did that deal stall?
  • Why didn’t you hit activity?

Proactive one-on-ones ask:

  • What’s the plan?
  • What signal are we seeing?
  • What needs to happen before this deal enters the strike zone?
  • Who needs to be brought in next?

You can’t change results.

You can only change the behaviors and metrics that create them.

Proactive leaders architect what’s going to happen.

Reactive leaders autopsy what already did.

The Real Shift

If you zoom out, all three of these ideas connect:

  • Signal visibility (Consensus and engagement data)
  • Studying greatness (metric-level patterns)
  • Proactive calendar design

They all move you from reactive management to architected performance.

Most sales teams aren’t losing because they lack effort. They’re losing because they’re allocating effort blindly.

No signal clarity.
No metric precision.
No forward planning.

When selling gets harder, we don’t need more hustle. We need sharper focus.

How to Apply For This Quarter

Here’s your practical checklist:

1️⃣ Add a Signal Layer

  • Track engagement on demo content.
  • Flag deals with zero engagement within 7 days.
  • Prioritize accounts with multi-stakeholder activity.

2️⃣ Run a “Study Greatness” Session

  • Pick one metric (close rate, ACV, pass-through rate).
  • Identify the top performer in that metric.
  • Break down exactly what they’re doing differently.
  • Document it.
  • Share it in a team meeting.

3️⃣ Flip 3 Meetings on Your Calendar

  • Convert one review into a prep.
  • Convert one pipeline review into a planning session.
  • Convert one forecast review into a forecast build.

Do this for 90 days. Watch what happens.

Here’s the truth most leaders don’t want to hear:

If you’re constantly surprised by missed forecasts, stalled deals, or low win rates…

It’s not a rep problem.

It’s a signal and leadership architecture problem.

Proactive > Reactive.

Signal > Guessing.

Study greatness > Fix mediocrity.

Architect the future.

Don’t autopsy the past.

If this hit, reply and tell me which one you’re flipping first — signal, greatness, or calendar.

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© 2024 KD's Newsletter

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Sales Leadership Accelerator

Learn how to boost your sales team, drawing from KD's vast experience as a team member and a sales leader. This newsletter outlines the exact methodology KD used to build multiple sales teams and unicorn companies.

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