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Expansion & upsell

Grow revenue from the customers you already have

I upsold $1.5M across enterprise accounts in four months. Here's how I find expansion inside existing customers and help close it.

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The cheapest revenue you'll ever win

A customer who already trusts you, already uses your product and already has a budget line for it is the easiest place to grow revenue. Yet most companies leave expansion to chance, because sales is busy with new logos and nobody else owns it. When a CSM owns it, it becomes a pipeline.

How I find and close expansion

Earn the right first

Expansion only works on a customer who's getting results. Onboarding, adoption and a happy sponsor come first. That's why the upsells I've worked on started with a successful launch.

Map the account

Who uses the product today, and who could? Which teams, regions, partners or use cases aren't covered yet? Large companies almost always have more room than the first contract suggests.

Listen for the next goal

In business reviews and day-to-day conversations, customers tell you what they're trying to do next. OpenAI started using the platform for one audience and then wanted to scale it to support their rapid growth. That's an expansion conversation.

Build the business case with the customer

My sponsor has to sell the expansion internally. I give them what they need: the results so far, what more would achieve and what it costs.

Close it as a team

I bring sales in at the right moment with full context, or handle it myself if that's how your team works. Either way, the customer has one consistent relationship.

Results

  • $1.5M upsold across enterprise accounts in four months.
  • $968K net new ACV in a single OpenAI upsell, as part of the account team.
  • Enterprise accounts including OpenAI, BMS, Expedia, Oura and Apollo.

Go deeper

The full playbook is in how to upsell enterprise customers. If you want me to run it on your accounts, see fractional CSM or book a call.

Frequently asked questions

Should customer success be responsible for upsells?

Customer success is usually the first to see an expansion opportunity, because the CSM knows how the customer uses the product and what they're trying to achieve next. I find and qualify the opportunity and build the case, then work with sales or close it myself, depending on how your team is set up.

How do you upsell without being pushy?

By only bringing expansion when it solves a real goal the customer already has. If they're getting results, more of the product is the natural next step, not a sales pitch.

Which accounts should we try to expand first?

Healthy accounts with strong adoption, an engaged sponsor and a new goal or team that the product could serve. Accounts with open problems need fixing before any expansion conversation.

What results have you had with expansion?

$1.5M upsold across enterprise accounts in four months, and I was part of the team that closed a $968K net new ACV upsell with OpenAI.