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Enterprise Sales Strategy Overhaul When the Math Stops Working.

Impossible. Possible. Probable.

Enterprise sales is different math. Longer cycles, bigger committees, higher stakes per deal, slower feedback loops. When the math stops working, you can't fix it by working harder — you have to fix the math itself.

The Reality — and the Fix.

The Problem

Most enterprise sales problems are diagnosed as execution problems. 'The reps aren't hustling.' The real problem is usually the buying committee map is wrong, the deal-review rubric is too loose, and the forecasting math doesn't account for enterprise cycle length.

The Solution

BOOST enterprise strategy overhauls rebuild the math. Real committee mapping (usually 8-14 stakeholders per deal). Stage definitions that reflect enterprise reality. Deal reviews that surface risk early. Forecasting that can actually be defended.

Why BOOST Works

Transformation fails when it starts with org charts instead of with how deals actually get closed. BOOST starts at the deal level, proves the motion works, and then restructures the org to support it. The sequence matters — most transformations do it backwards and the culture rejects the changes.

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What You'll Walk Away With

Ready to talk specifics?

30-minute call with John. No pitch, no pressure — just a straight conversation about your situation.

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What's Included in Enterprise Strategy Overhaul

Every engagement is scoped to deal size and cycle length. Standard scope:

"We operate in a long-cycle industrial space with complex buying committees. John's BOOST program didn't just help our reps — it gave our leadership a shared language for how we sell."
— Jason Whitcomb, VP — Industrial Equipment

Straight Answers to Common Questions

Will you own the transformation or work with our existing leaders?

Both models available. Some clients want John as interim CSO owning the motion; others keep their CSO and use John as strategic counsel. The scope is decided on the free call.

What if our sales leaders resist the changes?

Common and usually addressable. Most resistance comes from fear of having the rug pulled. Early engagement with sales leadership, clear wins in the first 60 days, and a shared scorecard handle most of it. Genuine mismatches we flag early.

Is this just for companies that are struggling?

No. Turnaround is one use case. The other — and often bigger — is companies scaling through a transition: post-Series B, post-acquisition, post-pivot. Growth breaks process; transformation prevents that break.

How is this different from McKinsey-style consulting?

Big-firm consulting produces elegant decks. This work produces working sales motion. John sits in the field with your reps, not in a conference room with your slides.

Want Enterprise Pipeline Math That Actually Works? Book the Call.

30-minute call. Tell us about your deal size, cycle length, and current forecast accuracy.

Book a Free Call with John →
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