Blog  /
 
Inspiration

Setting your VP of CS up for success

Bobby Cooper
Setting your VP of CS up for success
Decorative
Date
October 3, 2025
Time
12
 min read

The Problem: Buying a Ferrari With No Engine

For Series A–C companies, hiring your first VP of Customer Success feels like a milestone. You’re writing a big check expecting a growth engine.

But here’s what usually happens: that VP spends their first year putting out fires, backfilling roles, fixing tech debt, and writing board decks. By year two, churn has already torched millions in ARR — and the “engine” you thought you bought still hasn’t turned over.

The problem isn’t leadership. It’s the missing system.

In sales, you’d never expect your VP to build CRM, lead funnel, and enablement while also hitting revenue. You pair them with RevOps and maybe sales enablement. Yet in CS, we do exactly that. We drop an executive into chaos and ask them to build and run at the same time.

The Executive Objection

“If I’m paying $250K+, shouldn’t my VP be building this?”

Yes — but not while 70% of their time is consumed by firefighting. At $250K/year, that’s $175,000 spent on reaction and only $75,000 on construction.

No executive can deliver scale when their first year looks like a triage ward.

The Framework:

Design →  Build → Run → Scale

Think of your retention engine like infrastructure:

1/
Design

Define the desired outcomes and the structure

needed to achieve them.

2/
Build

Lay the foundation (customer journey,

onboarding, retention signals).

3/
Run

Operate with discipline (playbooks, health

scoring, automation).

4/
Scale

Expand leadership impact (VP focuses on

strategy, growth, expansion).

Retention Architect framework

Most companies hire a VP and drop them straight into Run + Scale without a Build phase. That’s like asking a CFO to deliver GAAP audits without an ERP in place.

This is where the Architect comes in.

The Architect Advantage

An Architect isn’t a replacement for your VP. They’re the one who installs the operating system your VP can scale. In six months, they deliver:

Foundation

A customer journey and onboarding model

that becomes the blueprint for growth.

Strategy

Clear retention pathways and executive-level

metrics that tie customer outcomes directly to

revenue.

Systems

Scalable playbooks, health frameworks, and

governance that transform retention from ad-

hoc to predictable.

Execution

Get it done 3X faster.

The difference?

The One Takeaway

Architect = Design →  Build → Run → Scale

Not:  Hire → Scale → Hire → Scale.

Pairing your VP with an Architect means they don’t waste their prime years patching leaks — they drive growth on day one.

The real question for every CEO isn’t if you need an Architect.


It’s how much ARR you’re losing every month without one.
Related articles
Browse all
Architect Before You Hire: The Seed & Series A Advantage
Decorative
Architect Before You Hire: The Seed & Series A Advantage
CX Architecture
7
 min read
Hey CSMs — This Is How You Actually Get Promote
Decorative
Hey CSMs — This Is How You Actually Get Promote
Retention Strategies
10
 min read
Stop Calling It “Live” Until It’s Alive
Decorative
Stop Calling It “Live” Until It’s Alive
Inspiration
12
 min read

Your solution to Churn Problem.

schedule a discovery call