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Enterprise Readiness Sprint

Turn Enterprise Interest Into Signed Contracts

Build trust. Prove credibility. Remove the risk that keeps enterprise buyers from signing.

You’ve had three promising conversations with an enterprise prospect. The engineering team loved the demo. Then… nothing. Emails go unanswered. Your champion says “it’s being discussed internally.” Six months later, they choose a legacy vendor with inferior technology.

Enterprise deals don’t fail loudly. They stall quietly, after interest, after demos, after pilots. Not because your product isn’t strong, but because choosing you still feels risky inside the buyer’s organization.

The CTO believed in you. But procurement needed references you don’t have. Legal flagged concerns nobody told you about. And your champion couldn’t defend the decision when leadership asked, “Why not just stay with the vendor we know?”

The Real Problem

If you sell complex technology into enterprise environments, you’ve likely experienced this:

  • Prospects stay engaged, but decisions never materialize
  • Weeks go by without a clear yes, no, or objection you can address
  • Your champion goes quiet once broader approval is required
  • Deals die in “internal discussions” you’re not part of

On the surface, everything looks active. Underneath, decision confidence is missing.

Most teams respond by doing more: more content, more follow-ups, more pressure on sales.

That rarely fixes the problem.

What The Enterprise Readiness Sprint Is (And Isn’t)

This isn’t a marketing audit. It’s a focused diagnostic of one thing: why enterprise buyers hesitate to choose you, and what it takes to become the safe choice.

Over 4-6 weeks, I look at how you’re showing up in enterprise conversations – your positioning, your materials, your proof points, your sales process, through the lens of how procurement actually makes decisions. You walk away knowing:

  • Where your deals are actually dying and in whose hands
  • What procurement, legal, and leadership will scrutinize before signing
  • What your champion needs to defend you internally and where they’re currently unsupported

The Enterprise Readiness Sprint is For You if:

  • Sell complex tech solutions (deep tech, infrastructure, industrial, climate, AI, regulated markets etc.)
  • Target enterprise buyers with large, buying committees
  • Have real interest, conversations, pilots, or long sales cycles
  • Struggle to convert traction into closed enterprise deals

Transformation You Can Expect After the Sprint:

  • Clear visibility into why deals stall

    You see exactly where enterprise buying confidence breaks and what’s causing hesitation.

  • A messaging foundation your team can use

    Your narrative is coherent, credible, and defensible across the buying committee, not just with your technical champion.

  • Your champion equipped to sell internally

    You know what they need to explain, justify, and defend and where they’re currently unsupported.

  • Risk mapped across the buying committee

    You see where finance, legal, compliance, or leadership are likely to block the deal, before they do.

  • A focused, prioritised action plan

    You leave with concrete next steps on what to fix, in what order, and why, whether your team executes it or you bring me in as Fractional CMO.

“I help you remove the risk that keeps enterprise buyers from committing, by building trust, credibility, and decision confidence.”

-Teodora, Enterprise Readiness Advisor

Are You Truly Enterprise-Ready?

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