The Data That Predicts Churn Before It Happens
The Aragon Holdings Newsletter:
Updates on agency M&A trends and operational insights

Your best client is about to leave. The KPIs look great.

That's the problem with gut feel at scale.

When I was running 5 engagements at a time, I could stay close to every client. You pick up on tone shifts in meetings. You notice when someone stops responding to Slack as quickly. You just know.

That doesn't scale.

Once we crossed 75 accounts across our portfolio, we had to evolve how we track client health. KPIs and deliverables weren't enough. That only tells you what happened—not how the client feels about it.

So we started tracking both qualitative and quantitative data.

To get qualitative data alongside our quantitative contract data, we started to look at the sentiment of our client calls.

Every client meeting now gets transcribed and scored for sentiment—positive, neutral, or negative. Automatically. No one has to remember to flag anything. We built this into our internal application using a custom prompt to score the transcript.

Marketers in Demand meeting sentiment analyzer

Now we see the full picture:

A client hitting every KPI but trending neutral in meetings? Something's brewing. A client behind on deliverables but consistently positive? The relationship is solid—they just need better execution.

The quantitative data tells us if we're delivering. The qualitative data tells us if we're going to keep the client.

At scale, the agencies that retain clients aren't always the ones with the best results. They're the ones paying attention—with data to back it up.

What We're Using
The Contract System That Will Save Your Due Diligence

Here's something I see constantly when auditing agencies for acquisition: founders who've built impressive client rosters but couldn't tell you exactly what they're contractually obligated to deliver.

I ask simple questions during due diligence. "Can you show me the original SOW for your largest client?" Silence. "Where's the unique identifier for this contract?" Blank stares.

This isn't a minor operational hiccup. It's a valuation killer.

The fix isn't enterprise software. It's a system:

The problem: Contracts scattered across email, Drive, Dropbox. Scope changes happen over Slack. Modifications are verbal agreements everyone "remembers" differently.

The fix isn't enterprise software. It's a system.

The approach: Every contract gets a unique ID (CLIENT-YYYY-001). Every modification gets numbered and linked back. One folder, one naming convention, one source of truth. The original SOW is sacred—it's the anchor everything references.

The outcome: When I ask for a contract during diligence, your ops person pulls it in thirty seconds. Everything ties out. No surprises. That operational maturity signals the rest of the business is equally well-run—and buyers pay for that.

Scope creep is the silent killer of agency margins. When you have clear contracts and a culture of documenting changes, you catch it before it eats your profit.

Industry Insights
Operational Gaps That Hurt Valuations Are Rarely About Capability

Across the agencies I've acquired and the dozens I've evaluated, there's a consistent pattern: the operational gaps that hurt valuations are rarely about capability. They're about documentation and systems.

Founders build great client relationships. They deliver strong work. But they run on institutional knowledge that lives in people's heads—not in systems that survive when those people leave or when a buyer starts asking questions.

Contract management. Client health tracking. Scope documentation. These aren't exciting topics. But they're the difference between an agency that commands a premium multiple and one that gets discounted for risk.

The agencies that exit well aren't necessarily the ones with the best creative or the biggest logos. They're the ones where due diligence is boring.
Stay in Touch
What I'm Thinking About Next

I'm working on a more detailed breakdown of the client health scoring system we use—the actual prompt logic, how we weight different signals, and how it feeds into our account review process.

If you're tracking client sentiment (or trying to figure out how to start), I'd love to hear what's working. Reply and let me know—I'll share what we've learned.


Tristan Pelligrino
Tristan Pelligrino
Partner
Aragon Holdings