Leadership & Organizational Turnaround

Your Sales Team Isn't the Problem

When revenue stalls, we blame the people closest to the number. But in nearly every turnaround I've led, the real problem was upstream.

I once inherited a sales team that was working hard and going nowhere. They were making calls, attending conferences, following up diligently. By every surface measure, they were doing their jobs.

But revenue wasn't moving. And the pressure from above was mounting.

The instinct — from the board, from the parent company, from almost everyone — was to look at the sales team. Maybe they needed better training. Maybe the wrong people were in the wrong seats. Maybe the manager wasn't pushing hard enough.

I looked somewhere else first.

"A broken sales motion is almost never a sales problem. It's a strategy problem wearing a sales costume."

The product didn't fit the sale

When I dug into the actual pipeline, the picture became clear quickly. The team was selling a point solution — a specific certification product — into enterprise accounts that had already been oversold by the previous ownership. The target customers had excess inventory they hadn't used. There was simply no logical reason for them to buy more.

The sales team wasn't failing. They were executing a strategy that couldn't work. No amount of better calls or sharper pitches was going to fix that.

This is more common than most leaders want to admit. When a company hits a wall, the people closest to the revenue become the focal point — because they're visible, because their performance is measurable, and because changing them feels like action. But in my experience, the ceiling is almost always set somewhere upstream: in the product, the positioning, the customer definition, or the business model.

The real diagnostic question isn't "Why isn't our sales team closing?"

It's "Is what we're asking them to sell something a rational customer would actually buy — and do we have the right story for why they should buy it now?"

We went upstream before we touched the sales process

Instead of retraining the team, we reexamined the product. Instead of replacing salespeople, we replaced the strategy.

The core insight was this: the problem our customers were actually solving — financial crime risk — wasn't just a compliance officer problem. It was an organizational awareness problem. Every level of their institution had exposure to it. That reframe opened up an entirely different customer and an entirely different offer.

We rebuilt the product as a subscription, shifted from selling certifications to selling ongoing awareness content, and went back to the same market with a fundamentally different pitch. The first deal we closed under the new model was the largest enterprise sale in the company's history.

The sales team hadn't changed. The strategy had.

Three questions worth asking before you touch your team

  • 1
    Is the product actually solving a problem the customer feels urgently? Not a problem you believe they have — one they are actively trying to solve and willing to pay to fix. If your reps can't articulate this in one sentence, the issue isn't their pitch. It's the value proposition.
  • 2
    Are you selling to the right person inside the organization? Enterprise deals stall when the person you're talking to doesn't have the pain, the budget, or the authority. Often all three. Redefining the buyer profile — even slightly — can unlock a market that felt closed.
  • 3
    Does your business model match how your customer wants to buy? A great product sold the wrong way — wrong pricing, wrong contract structure, wrong delivery — will underperform indefinitely. Sometimes the fix isn't the product or the team. It's the commercial architecture around them.

None of this is a reason to protect underperformers or avoid hard personnel decisions — those still matter and still have to happen. But they should come after you've honestly examined whether the strategy itself is sound.

The leaders I've seen struggle most in turnaround situations are the ones who move fast on people and slow on strategy. The ones who succeed usually do the opposite: they slow down long enough to diagnose clearly, then move decisively.

Clarity before action. Every time.

If you're leading a team that's working hard and not getting traction — before you change the people, change your diagnosis. The answer is usually upstream from where you're looking.


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