The Different MBA

The Different MBA

Share this post

The Different MBA
The Different MBA
You've Nailed Customer Activation, But Retention Sucks

You've Nailed Customer Activation, But Retention Sucks

Chapter 1: Operator's Guide To Product Led Growth - The Metrics Paradox Behind Product Led Growth's Hidden Gap

Michael Thomas's avatar
Michael Thomas
Jul 07, 2025
∙ Paid

Share this post

The Different MBA
The Different MBA
You've Nailed Customer Activation, But Retention Sucks
Share

First time here?
THE Different MBA is a weekly clarity rep for builders, product leaders, and founders.
Subscribe to build less, ship smarter, and win more → [Subscribe here]


This is Chapter 1 in The Operator's Guide to Product-Led Growth series. If you missed the Prologue: 'You Did Everything Right, So Why Is the System Breaking?', start there first.


Your activation metrics are beautiful. Your retention metrics are... concerning.

You walk into the monthly business review with confidence. Trial signups up 47%, activation hitting 68%—the highest it's ever been. Your PLG strategy is working exactly as the frameworks promised.

Then someone asks: "Why is churn trending upward when activation is at all-time highs?"

You pause. Because you don't have a good answer.

After helping dozens of products leaders solve this exact paradox, I can tell you: the problem isn't your product. It's your coordination architecture.

Your product creates instant value. Users activate quickly. But somewhere between "activated user" and "retained customer," something breaks down. And you're starting to realize that optimizing the front door doesn't guarantee people will stay in the house.

Here's what every VP discovers: The gap between activation success and retention failure isn't a product problem. It's a coordination problem. And once you see it, you can't unsee it.


The Metrics That Don’t Add Up

Every VP of Product has lived this moment. Your dashboard shows green across all the metrics that matter:

VP Dashboard Snapshot:

  • Time-to-first-value: 3.2 days (benchmark: 7 days)

  • Activation rate: 68% (was 52%)

  • Product-qualified leads: 127% of target

  • Feature adoption: Core value discovered faster than ever

Then the retention report lands in your inbox:

  • Monthly churn: 8.2% (trending upward)

  • 90-day retention: 64% (down from 71%)

  • Expansion rate: Flat, despite more activation

The pattern is always the same: Beautiful activation metrics, concerning retention numbers, and no clear path between the two.

You optimized for speed-to-value. But retention requires depth-of-value.

The missing piece? Someone needs to coordinate what happens after customers experience what you built.


The Blind Spot in Every PLG Playbook

Here’s what every PLG framework missed:

They were designed by product people, for product people. Operations leaders weren't in the room. There is no playbook for what happens after the customer activates.

Which means you inherited a growth engine with no coordination manual.

The missing piece isn't another product framework. It's a coordination architecture that connects what happens in your product to what happens in your organization.

When a user activates, someone needs to ensure they can replicate that value consistently.

When they hit workflow friction, someone needs to coordinate the solution across teams. When budget holders question ROI, someone needs to translate usage into business outcomes.

This isn't a support function. It's strategic coordination architecture.


The Question That Reveals Everything

When someone asks, "Why is churn up if activation is at record highs?" they're not challenging your product.

They're surfacing the invisible gap between what PLG frameworks measure and what actually drives customer success.

You optimized for speed-to-value. But retention requires depth-of-value.

The problem isn't what you built. It's what happens after customers experience what you built.


The Activation-to-Retention Black Box

What Activation Metrics Miss:

  • Can customers replicate value consistently?

  • Does activation connect to business goals?

  • Is there organizational support to sustain usage?

  • Can the product integrate into workflows?

  • Does the budget holder experience the value?

You've optimized a moment. Retention requires optimizing a journey.

Real Journey, Real Churn

  • Day 1: Trial user activates, sees value

  • Week 2: Hits paywall, converts to paid

  • Month 1: Team onboarding confusion

  • Month 2: Workflow friction stalls usage

  • Month 3: Budget owner questions ROI

  • Month 4: Churn

Your retention problem started in Month 1. Your activation metric captured Day 1.

What coordination could have prevented this?

  • Month 1: Ops partners with CS to create team onboarding playbooks based on activation patterns

  • Month 2: Product and ops identify workflow friction from user behavior data

  • Month 3: Ops creates ROI demonstration using actual usage metrics

  • Month 4: Expansion conversation instead of churn

Same customer journey. Different coordination architecture.


What Your Data Is Actually Showing

You're running two parallel growth systems:

Top-Line Growth (What You Measure):

  • Trial acquisition & conversion

  • Activation & time-to-value

  • PQL generation & usage

Keep reading with a 7-day free trial

Subscribe to The Different MBA to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Michael Thomas
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share