You’re ignoring the easiest revenue in your business

You’re ignoring the easiest revenue in your business

Selling again to a customer you’ve won is the easiest deal in the business. Document what the account could become at the moment of the win.

Key takeaways


  • The biggest land-and-expand gap sits at handover. The person who won rarely tells the person who manages why they bought, what outcome they want, and what else is in the account.

  • Capture the hypothesis at close. “This $100,000 account could be $1 million because of what discovery showed” is written at the win, not reconstructed later.

  • Account managers are overloaded and serve a fraction of their book. Fix the ratio or expansion is structurally impossible.

  • Share the plan with the client. A mutual action plan makes you a partner rather than a vendor. Add the client’s problems to it, not just your products.

  • Nurturing without selling brings accounts back. A European client returned after months of insight-only touches with “we’ve got a problem, we need you.”

  • The balance still matters. Keep the new-logo engine running, then add the support structure that retains and grows what it wins.

Once they win the account, there’s no documentation internally around what could that account become.

Luigi Prestinenzi, co-founder, Ricavi

You’ve built the trust. You’ve delivered a result. You’ve given them an ROI. So to sell to that existing customer again is arguably a lot easier.

David Fastuca, co-founder and CEO, Ricavi

Why is expansion revenue the easiest and the most ignored?

Because hunting is exciting and farming looks like admin. Luigi Prestinenzi built much of his career on land and expand: get in the door, earn permission to influence, then go wider. David Fastuca’s point is that the second sale to the same customer has none of the friction of the first. The trust is built and the return is proven. The failure is that nobody plans for it. The account is won, a handover happens, and the growth thesis dies somewhere in between.

What does a useful account plan contain?

Very little. Luigi’s warning is that complex plans don’t get executed, so his has four parts. What are we billing now? What could we be billing, and why? That reason has to come from discovery, not from a target on a spreadsheet. Who inside the organisation do we need to influence to get there? And what are the actions to get there? The founders’ book-launch client began as a pilot with the bigger project already mapped, which is exactly the pattern.

Regan Barker adds the client’s side. She’s been on the receiving end of an ambitious software vendor who answered every problem with another product. The plan should list what the client needs solved, and the vendor should sometimes help without selling anything. That’s what makes them the call when there is something to buy.

Should the client see the plan?

Yes. Luigi’s observation is that most companies keep it internal, and Regan’s is that sharing it changes the relationship. “This is our road map together. You win, we win.” Build it with them. Then nurture. Ricavi’s motto is guide, nurture, and educate, and a European client who’d gone quiet for months came back unprompted because the insight never stopped arriving. When the plan doesn’t work, ask the client why. Perhaps you didn’t deliver what you sold. Better to hear it than to guess.

Questions this episode answers

What is a land and expand sales strategy?

Winning a foothold deal, then deliberately growing the account through a documented plan covering potential, relationships, and actions, rather than hoping upsell happens on its own.

What should a simple account plan include?

Current revenue, anticipated revenue with the evidence behind it, the people you need to influence, and the actions to get there. Ideally shared with the client and built together.

Why does account growth fail after the sale?

Usually the handover. The seller’s understanding of why the client bought and what else is possible doesn’t reach the account manager, who is also carrying too many accounts to work any of them properly.

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