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Annual Review

PILLAR 3 - NAMER

Our team’s season recap - every lap, every win, every pit stop.

What We Will Cover

Grid Lineup: Account Segmentation Overview
The Pace Report: Portfolio at a Glance
Full-Throttle Roadmap: Plans for 2026
Podium Moments: Key Wins of 2025
Team Principal Playbook: What We Need Next
Inside the Garage: What We Learned in 2025

Grid Lineup: Account Segmentation Overview

<$500 MRR

30

$500–$1,000 MRR

21

    >$1,000 MRR

21

Total Accounts : 72

Portfolio At A Glance

Key Wins Of 2025

Revenue Wins

  • Maintained Zero Churn For 5 Months
  • Secured Multi-Year Renewals Across Key Accounts
  • Converted Monthly Customers To Annual.

Risk Mitigation

Intervened Early During:

  • Pricing Discussions
  • Renewal Uncertainty
  • Usage Drops

Expansion- pipeline generation

  • ​Built a structured Longshot + Quarterly expansion pipeline for predictable growth.
  • Prioritized accounts by real expansion probability to sharpen focus.
  • Captured early expansion signals faster, accelerating pipeline creation.

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What We Learned This Year

Strong Discovery = Stronger Onboarding & QBRs

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  • Refined our discovery framework → clearer goals from Day 1.
  • Aligned onboarding to customer outcomes, not checklists.
  • Made QBRs goal-driven with structured follow-through and roadmaps.

 Churn Notices Can Become Expansion Moments

  • Learned that downgrade requests often signal a hidden opportunity.
  • Converted risk moments into upsell wins with the right conversation.
  • Built confidence in handling tough renewal scenarios.
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PF → CS Expansion: The Formula 1 To win

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  • Identified clear expansion signals through deeper research.
  • Built a repeatable PF → CS narrative tied to customer workflows.
  • Converted more PF clients by aligning Cleverstory to visible business needs.

 Working With Fractional CMOs Requires a Different Playbook

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  • Learned that incentives heavily influence consultant decisions.
  • Saw how pricing/value framing changes when a consultant is involved.

 Hard Work Doesn’t Always Prevent Churn - And That’s Okay

  • Strong onboarding ≠ guaranteed retention - external factors matter.
  • Learned to stay objective and not take churn personally.
  • Focus shifted to controlling our process, not every outcome.

Opportunities for 2026 

 Expansion Strategy — Research-Driven Growth

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  • Pre-expansion research checklist to study business model, hiring trends & revenue levers.
  • Stronger discovery → sharper onboarding → more relevant expansion pitches.
  • Move from feature-selling to outcome-based, predictable expansion.

 High-Value Strategic Accounts — Solving the Tiered Pricing Gap

  • Most >$1000 MRR accounts are already tier-expanded; need deeper playbooks.
  • Build a tiered expansion model to identify new levers (teams, departments, workflows).
  • More research-led approach for complex pricing scenarios.
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 Discovery Call AI Automation — Smarter CS Execution

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  • AI to score discovery calls based on depth, structure & expansion-readiness.
  • Creates a measurable coaching loop for improvement.
  • Ensures consistency across all CS conversations.

 CS → Paperflite Conversion Framework

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  • Identify natural conversion moments during onboarding, QBRs & campaigns.
  • Map Cleverstory pain points → PF solutions for organic, narrative-led conversions.
  • Pilot-first → prove value fast → scale to full PF adoption.

 LMS + Buddy System — Scalable CS Team Development

  • 30–60–90 day onboarding playbook for new CS hires.
  • Buddy system for structured shadowing & weekly feedback.
  • Internal certifications for Cleverstory + Paperflite to unify delivery quality.
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 Accounts Using 3rd-Party Design Services — New Opportunity Channels

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  • Route 1: Replace agencies with Moonshot to improve delivery quality.
  • Route 2: Partner with agencies as resellers to open new revenue streams.
  • Route 3: Tailor pricing & approach for consultant-led / Fractional CMO accounts.