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PLAYBOOK · CUSTOMER SUCCESS
✓ APPROVED

Find and land the next expansion

You keep selling the same team twice. The money is in the teams next door.

[ SALES OPERATOR ]

Find and land the next expansion

G / Groundthe problem that started all of it
CS

You keep selling the same team twice.

The money is in the teams next door.

A / Assignthe build, block by block, and who owns each one. Open a step to see it run.
HUMAN + AI, IN THE LOOP
The skills run the work. You stay in the loop on the calls that need judgment.
Salesforce01
See your whole book in one rollup.
Details
See the whole book in one rollup.
Powers up with
AI
Amplitude02
Read how an account actually uses you.
Details
Read who is ready by how they use you.
Powers up with
AI
Amplitude03
Find and pitch the next expansion inside an account.
Details
Pick the play and write the outcome-anchored ask.
Powers up with
AI + human
Salesforce04
Prep an executive business review that earns the C-level room.
Details
Earn the C-level room and make the ask.
Powers up with
AI
T / Tie backthe result it drove, and how they know
RESULT · 01

The expansion score

Find the next team to sell inside an account.

OUTPUT · 01

A book-level read

OUTPUT · 02

The usage signals

OUTPUT · 03

The play

OUTPUT · 04

An executive ask that gets a yes

The Sales Operator
01 / WHY RUN IT
RUN THIS AND YOU CAN
A book-level read
The usage signals
An executive ask that gets a yes
02 / THE RUN, STEP BY STEP

The workflow that solves it, one step at a time.

Each step is the plain question you are already asking. The skills answer them in order, one handing its receipt to the next.

1✓ TESTED
See your whole book in one rollup.

Scores every account on health, lays out renewals due, shows product adoption, and flags accounts going quiet.

YOU GETThe health composite, the renewals-due view, and the adoption heatmap.
OPEN THE SKILL →
2✓ TESTED
Read how an account actually uses you.

Turns raw usage into per-capability adoption tiers, a 12-week trend on each, power-user IDs, and a ghost-active flag.

YOU GETThe adoption-tier rubric, the trend classifier, and the ghost-active check.
OPEN THE SKILL →
3✓ TESTED
Find and pitch the next expansion inside an account.

Reads the ready signals, picks the fitting play, sizes it, and writes an outcome-anchored ask.

YOU GETThe ready-signal read, the play, the sizing, and the pitch.
OPEN THE SKILL →
4✓ TESTED
Prep an executive business review that earns the C-level room.

The value narrative tied to their strategic goals, the ROI story with math, and the one ask, higher altitude than a QBR.

YOU GETThe value narrative, the ROI story, and the one ask.
OPEN THE SKILL →
WHERE YOU LAND

A book-level read, the usage signals, the play, and an executive ask that gets a yes.

EVERY STEP, TESTED AND PASSED
EVAL RESULTPASS4/4 dimensions
HOW WE EVAL →
Skills resolve
Structure + proof
Example chat
Quality judge
  • All 4 chained skills resolve to real, scored skills.
  • Has a problem, an outcome, 2+ steps, and proof from a real build.
  • Ships an example chat showing the play run in Claude.
  • Reads in plain operator voice, grounded in a real build.
Last eval run 2026-09-12
DEEP EVAL · PASS
THE STANDARD →

We did not just check the structure. A judge read this play against the full text of every skill it chains (composition), then ran it on a real scenario end to end (simulated). It passed both. Test scenario: Palisade Health Systems is one of CSM Jordan's 30 accounts. Jordan wants to find the next expansion in the book.

03 / WHO ELSE HAS TO MOVE

This play runs across the org, not inside sales.

Every function below owns a piece of the play. Skip one and it stalls where most GTM plays stall: in the handoff.

SALES LEADERSHIP
Who papers the expansion and how comp credits it

Without it: CSMs find the money and nobody is paid to close it

PRODUCT
Usage data access and roadmap answers for the exec room

Without it: The expansion story runs on anecdotes, not evidence

FINANCE
Expansion pricing and terms ready before the ask

Without it: A yes in the room dies waiting on a quote

04 / SEE IT RUN

Watch the skills answer in order.

Describe your situation in plain language. The right skill fires on its own and hands its receipt to the next.

EXAMPLE CHATDevon, a CSM, running the loop in one sitting
D
I want to find expansion in my book but I'm not sure where to start. Can you roll up all my accounts?
S
Step 1· Book Of Business Analyst
Scored every account on health, laid out what's renewing when, showed product adoption across the book, and flagged the ones going quiet. Three accounts stand out as healthy, high-adoption, and under-licensed.
expand3 accts
quiet5 accts
Receipt
Full book rolled up: 3 strong expansion candidates surfaced out of 22 accounts.
D
Take the top one, the manufacturing account. How are they actually using us?
S
Step 2· Product Usage Analyst
Turned their raw usage into per-capability adoption tiers with a 12-week trend on each, and pulled the power users by name. They're maxing two capabilities and three teams next door have never touched us.
Receipt
Usage read: 2 capabilities at power-user tier, 3 adjacent teams untouched, all trending up.
D
That looks like a seat expansion. What's the play and how big?
S
Step 3· Expansion Playbook
Read the ready signals, picked a seat-expansion play into the three untouched teams, sized it off their current usage, and wrote the ask anchored to the outcome they already got, not a feature list.
Receipt
Expansion play sized at ~40 added seats, ~$36K ARR, pitched on their proven outcome.
D
Their exec sponsor wants a review before signing off. Build me the deck.
S
Step 4· Exec Business Review
Built the value narrative against their strategic goals, the ROI story with the math, and made the expansion the one clear ask at the end. Pitched higher than a QBR since it's the C-level in the room.
Receipt
EBR ready with ROI story and one ask, expansion into 3 teams on track to close, ~$36K ARR.
05 / SEE IT IN PRODUCTION

Before you run it, I ran it for real.

This workflow is genericized from a real build. Here is the number it moved, and what I actually did.

THE BUILD · EXPANSION + NRR
The Expansion Score
6 of 7
the blinded score matched the CSM renewal call, 5 of 7 raw
175%
active users over licensed seats on the most saturated account
5 of 7
accounts sitting on real paid-seat true-up money
495
current customers scored for the next team to sell
WHAT I DID
01
Score the whitespace, not the headcount. The model weights untapped teams over raw seat count. A hundred users in one team you already own is not the opportunity; three teams using nothing is.
02
The beachhead gate. The load-bearing rule: if the team you already sold is Dormant or Ghost-Active, expansion caps out and the account goes Fix-First. You cannot cross-sell a new team off a dying one.
03
Find the seat saturation. Active users routinely ran past licensed seats, 122 and 175% of the plan. That is not a health signal, it is money on the table and a true-up waiting to happen.

Expansion is not re-selling your champion. It is finding the untapped team next door, and refusing to cross-sell off a beachhead that is already going dark. Score the whitespace, gate on the health of what you sold, and check the score against your CSMs gut, because the divergences are where the money is.

Dig into the full build
06 / ROLL IT OUT AND INSPECT IT · THE OTHER HALF

The signal is only as good as the ask it becomes

The skills hand a CSM the book rollup, the usage read, the play, and the executive room; the expansion lands when the ask is anchored to an outcome the executive already wants. Here is how a CS leader trains the ask instead of admiring the signals.

THE FRAMEWORK BEHIND IT
The ask-the-room rehearsal

Before any exec-business-review is booked, the CSM delivers the ask to a mock executive room and takes the pushback cold. Certify on the rehearsal, then book the real one.

  1. 01
    Train the ready-versus-happy read

    Teach the difference between an account expanding in usage and one that is merely content. product-usage-analyst shows both; only one earns the play.

  2. 02
    Run the book monthly

    The book-of-business-analyst rollup lands on a fixed day, and every CSM names one expansion motion from it. No motion named is a finding in itself.

  3. 03
    Rehearse the outcome-anchored ask

    The ask from expansion-playbook gets said aloud, price included, until it fits in one breath. An ask the CSM cannot say cleanly is not ready for an executive.

  4. 04
    Inspect asks against answers

    Each quarter, review which asks got a yes, which stalled, and what the yeses shared. Feed that back into which plays get picked next.

07 / INSTALL THE WHOLE PLAYBOOK

One plugin. 4 skills, bundled.

The whole playbook installs as a single plugin in Claude Code, no copy-pasting 4 times. Or grab any single step above. It runs on what you paste; connect your stack to go live.

OR KICK IT OFF IN CHAT
Here is my situation: [describe your workflow or account in a sentence or two]. Walk me through Find and land the next expansion step by step, and run each skill as we go.
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