Success OS

Your AI-powered customer success team.

Success OS isn't a tool you operate — it's a proactive CS team that tells you what to do. Like having a Head of Customer Success who wakes up, checks your users, and tells you what needs attention.

Price: $99 (one-time)

Quick Start

npx @aiorg/cli init success-os ~/my-project
cd ~/my-project
claude
> /setup

Overview

Traditional CS ToolsSuccess OS
"156 users inactive""Here's who needs attention and why"
Generic re-engagement emailsPersonalized, context-aware outreach
Same playbook for everyoneAdapts to your stage and data
You figure out the strategyClaude recommends, you decide

Important distinction:

  • If users leave before activating → PMF OS
  • If users leave after activating → Success OS

Success OS assumes users have experienced value at least once.

When to Use Success OS

Use Success OS if:

  • Users activated but are churning later
  • You want to reduce churn
  • You need to identify at-risk users
  • You want to build engagement campaigns

Don't use Success OS if:

  • Users leave before activating → Use PMF OS
  • You need more users → Use Marketing OS
  • You haven't launched yet → Use Idea OS

What's Included

Commands

Setup & Discovery

CommandDescription
/setupConnect to project
/discoverRe-analyze project
/exportGenerate export script
/importImport contacts
/learnAnswer questions to help Claude learn

Analysis & Recommendations

CommandDescription
/briefingToday's CS briefing (default on session start)
/healthDetailed user health analysis
/signalsWhat signals is Claude seeing?
/cohortsCohort analysis

Actions

CommandDescription
/draft [user/segment]Draft email for specific user or segment
/sendSend approved emails
/ask [question]Ask users a question (for learning)

Configuration

CommandDescription
/strategyView/update strategy for your business
/focus [goal]Change current focus
/stage [stage]Update company stage

Proactive Briefings

Every session, Success OS gives you a briefing — like a morning standup with your CS team:

Good morning! Here's your customer success briefing:

🚨 NEEDS ATTENTION
├── 5 trial users expire tomorrow
└── Power user John hasn't logged in for 10 days (unusual)

📊 THIS WEEK
├── 23 users went inactive (up from 15 last week)
├── 8 new signups
└── 2 users upgraded

💡 MY RECOMMENDATIONS
1. [URGENT] Re-activate 5 expiring trials
   → I've drafted personalized emails. Want to review?

2. [HIGH] Check on John (john@company.com)
   → This is unusual for him. Personal email?

3. [MEDIUM] Ask the 2 upgraded users for testimonials
   → Perfect timing - they just upgraded

What should we focus on?

Stage-Aware Strategy

Success OS adapts to your stage:

< 100 users (Early Stage)

  • Focus: Manual, high-touch, LEARNING
  • "With 50 users, let me help you write personal emails"
  • "Let's understand WHY users churn before automating"

100-1000 users (Growing)

  • Focus: Finding patterns, light automation
  • "I see a pattern: users who don't use X churn within 7 days"
  • "Let's create your first automated segment"

> 1000 users (Scale)

  • Focus: Automation, playbooks, efficiency
  • "Time to set up automated triggers"
  • "Let's build formal playbooks for your team"

User Health Scoring

For each user, Success OS calculates a health score:

Health Score = weighted average of:
├── Recency (when last active) - 40%
├── Frequency (how often active) - 30%
├── Feature usage (core feature used?) - 20%
└── Plan/stage (trial, free, paid) - 10%

This lets Claude say: "These 23 users have health score < 30 and need attention."

Signal Detection

Success OS watches for:

Negative Signals:

  • Usage drop (was daily, now weekly)
  • Feature abandonment
  • Support tickets (frustration)
  • Login gap (unusual inactivity)

Positive Signals:

  • Usage spike (exploring features)
  • Invite sent (expansion signal)
  • Settings changed (investment)
  • Support praise (testimonial candidate)

Data Structure

Success OS stores data in .successos/ in your project:

.successos/
├── project.json            # Connected project
├── strategy.json           # Strategy for your business
├── product-context.json    # What Claude knows about your product
├── learnings.json          # What Claude learned from feedback
├── contacts.db             # Your users
├── health-scores.json      # Calculated health scores
├── signals.json            # Detected signals
└── sent-log.json           # What Claude sent

PMF-Aware Routing

Success OS checks your PMF status on startup:

  • If pmf.status = "searching" → Suggests PMF OS
  • If pmf.activationRate < 30% → Warns about activation problem
  • If pmf.status = "achieved" → Full Success OS features

vs. Customer.io / Intercom

They're automation tools. You set up flows, they execute.

Success OS is a thinking CS team:

  • Tells you what to do (doesn't wait for configuration)
  • Adapts to your stage
  • Learns from results
  • Asks questions to get smarter

vs. Hiring a CS Person

Success OS is:

  • Always available (24/7)
  • Instantly knowledgeable (reads your code)
  • Consistent quality every day
  • $99 one-time, not $5k/month

But it can't:

  • Have real conversations (you handle calls)
  • Make judgment calls (you approve everything)
  • Build relationships (you're the face)

Success OS is your CS team's brain, you're the face.

Related Kits

Before:

After:

  • Continue with Success OS for ongoing retention
  • Marketing OS for expansion/upsell

FAQ

Q: What's the difference between Success OS and PMF OS?

PMF OS: Why do users leave before activating? (Product problem) Success OS: Why do users leave after activating? (Retention problem)

Q: Do I need PMF before using Success OS?

Yes, ideally. If users aren't activating, fixing retention won't help. Success OS will detect this and suggest PMF OS.

Q: Can Success OS actually send emails?

Yes, if you connect an email provider (Resend, SendGrid, etc.). Otherwise, it drafts emails for you to send manually.

Q: How does Success OS learn my business?

During /setup, it conducts an interview about your stage, focus, trial length, and activation metric. It also reads your codebase and landing page.