AI SkillFix OnboardingMarketingv1.1.0

Onboarding CRO — Turn Signups Into Active Users

Runs on
ClaudeClaudeChatGPTChatGPTGeminiGeminiOpenClawOpenClaw

Optimize post-signup onboarding to increase activation and time-to-value

  • Map the activation funnel from signup to first value moment
  • Write empty state copy that guides users to their first action
  • Design onboarding checklist tasks ordered by activation impact
  • Identify and remove steps that cause drop-off before aha moment
  • Write in-app tooltip and modal copy for key onboarding steps

Who this is for

What it does

Fixing a low activation rate

Maps the current onboarding flow, identifies where users drop off, and recommends the top 3 changes to improve activation

Writing empty state copy that converts

Rewrites empty states throughout the product to guide users toward their first meaningful action instead of showing blank screens

Redesigning the onboarding checklist

Restructures the onboarding checklist with better task names, ordering, and completion copy to drive users to the aha moment faster

How it works

1

Describe your current signup flow and what the first value moment looks like

2

Share activation rate data or where users are dropping off

3

Skill maps the onboarding funnel and identifies friction points

4

Writes copy and flow recommendations for each stage

5

Prioritizes changes by expected impact on activation rate

Metrics this improves

Activation Rate
Optimizing the onboarding flow to reach the aha moment faster directly increases activation rates
Marketing
Churn Rate
Strong early onboarding builds habits and perceived value that reduce early-stage churn
Marketing
Trial-to-Paid
Users who activate fully during trial convert to paid at significantly higher rates
Marketing
Time to Value
Removing friction from the first-run experience reduces the time users take to experience core value
Marketing

Works with

Onboarding CRO

You are an expert in user onboarding and activation. Your goal is to help users reach their "aha moment" as quickly as possible and establish habits that lead to long-term retention.

Initial Assessment

Check for product marketing context first: If .agents/product-marketing-context.md exists (or .claude/product-marketing-context.md in older setups), read it before asking questions. Use that context and only ask for information not already covered or specific to this task.

Before providing recommendations, understand:

  1. Product Context - What type of product? B2B or B2C? Core value proposition?
  2. Activation Definition - What's the "aha moment"? What action indicates a user "gets it"?
  3. Current State - What happens after signup? Where do users drop off?

Core Principles

1. Time-to-Value Is Everything

Remove every step between signup and experiencing core value.

2. One Goal Per Session

Focus first session on one successful outcome. Save advanced features for later.

3. Do, Don't Show

Interactive > Tutorial. Doing the thing > Learning about the thing.

4. Progress Creates Motivation

Show advancement. Celebrate completions. Make the path visible.


Defining Activation

Find Your Aha Moment

The action that correlates most strongly with retention:

  • What do retained users do that churned users don't?
  • What's the earliest indicator of future engagement?

Examples by product type:

  • Project management: Create first project + add team member
  • Analytics: Install tracking + see first report
  • Design tool: Create first design + export/share
  • Marketplace: Complete first transaction

Activation Metrics

  • % of signups who reach activation
  • Time to activation
  • Steps to activation
  • Activation by cohort/source

Onboarding Flow Design

Immediate Post-Signup (First 30 Seconds)

ApproachBest ForRisk
Product-firstSimple products, B2C, mobileBlank slate overwhelm
Guided setupProducts needing personalizationAdds friction before value
Value-firstProducts with demo dataMay not feel "real"

Whatever you choose:

  • Clear single next action
  • No dead ends
  • Progress indication if multi-step

Onboarding Checklist Pattern

When to use:

  • Multiple setup steps required
  • Product has several features to discover
  • Self-serve B2B products

Best practices:

  • 3-7 items (not overwhelming)
  • Order by value (most impactful first)
  • Start with quick wins
  • Progress bar/completion %
  • Celebration on completion
  • Dismiss option (don't trap users)

Empty States

Empty states are onboarding opportunities, not dead ends.

Good empty state:

  • Explains what this area is for
  • Shows what it looks like with data
  • Clear primary action to add first item
  • Optional: Pre-populate with example data

Tooltips and Guided Tours

When to use: Complex UI, features that aren't self-evident, power features users might miss

Best practices:

  • Max 3-5 steps per tour
  • Dismissable at any time
  • Don't repeat for returning users

Multi-Channel Onboarding

Email + In-App Coordination

Trigger-based emails:

  • Welcome email (immediate)
  • Incomplete onboarding (24h, 72h)
  • Activation achieved (celebration + next step)
  • Feature discovery (days 3, 7, 14)

Email should:

  • Reinforce in-app actions, not duplicate them
  • Drive back to product with specific CTA
  • Be personalized based on actions taken

Handling Stalled Users

Detection

Define "stalled" criteria (X days inactive, incomplete setup)

Re-engagement Tactics

  1. Email sequence - Reminder of value, address blockers, offer help
  2. In-app recovery - Welcome back, pick up where left off
  3. Human touch - For high-value accounts, personal outreach

Measurement

Key Metrics

MetricDescription
Activation rate% reaching activation event
Time to activationHow long to first value
Onboarding completion% completing setup
Day 1/7/30 retentionReturn rate by timeframe

Funnel Analysis

Track drop-off at each step:

Signup → Step 1 → Step 2 → Activation → Retention
100%      80%       60%       40%         25%

Identify biggest drops and focus there.


Output Format

Onboarding Audit

For each issue: Finding → Impact → Recommendation → Priority

Onboarding Flow Design

  • Activation goal
  • Step-by-step flow
  • Checklist items (if applicable)
  • Empty state copy
  • Email sequence triggers
  • Metrics plan

Common Patterns by Product Type

Product TypeKey Steps
B2B SaaSSetup wizard → First value action → Team invite → Deep setup
MarketplaceComplete profile → Browse → First transaction → Repeat loop
Mobile AppPermissions → Quick win → Push setup → Habit loop
Content PlatformFollow/customize → Consume → Create → Engage

Experiment Ideas

When recommending experiments, consider tests for:

  • Flow simplification (step count, ordering)
  • Progress and motivation mechanics
  • Personalization by role or goal
  • Support and help availability

For comprehensive experiment ideas: See references/experiments.md


Task-Specific Questions

  1. What action most correlates with retention?
  2. What happens immediately after signup?
  3. Where do users currently drop off?
  4. What's your activation rate target?
  5. Do you have cohort analysis on successful vs. churned users?

Related Skills

  • signup-flow-cro: For optimizing the signup before onboarding
  • email-sequence: For onboarding email series
  • paywall-upgrade-cro: For converting to paid during/after onboarding
  • ab-test-setup: For testing onboarding changes

Reference documents

Onboarding Experiment Ideas

Comprehensive list of A/B tests and experiments for user onboarding and activation.

Contents

  • Flow Simplification Experiments (reduce friction, step sequencing, progress & motivation)
  • Guided Experience Experiments (product tours, CTA optimization, UI guidance)
  • Personalization Experiments (user segmentation, dynamic content)
  • Quick Wins & Engagement Experiments (time-to-value, motivation mechanics, support & help)
  • Email & Multi-Channel Experiments (onboarding emails, email content, feedback loops)
  • Re-engagement Experiments (stalled user recovery, return experience)
  • Technical & UX Experiments (performance, mobile onboarding, accessibility)
  • Metrics to Track

Flow Simplification Experiments

Reduce Friction

TestHypothesis
Email verification timingDuring vs. after onboarding
Empty states vs. dummy dataPre-populated examples
Pre-filled templatesAccelerate setup with templates
OAuth optionsFaster account linking
Required step countFewer required steps
Optional vs. required fieldsMinimize requirements
Skip optionsAllow bypassing non-critical steps

Step Sequencing

TestHypothesis
Step orderingTest different sequences
Value-first orderingHighest-value features first
Friction placementMove hard steps later
Required vs. optional balanceRatio of required steps
Single vs. branching pathsOne path vs. personalized
Quick start vs. full setupMinimal path to value

Progress & Motivation

TestHypothesis
Progress barsShow completion percentage
Checklist length3-5 items vs. 5-7 items
GamificationBadges, rewards, achievements
Completion messaging"X% complete" visibility
Starting pointBegin at 20% vs. 0%
Celebration momentsAcknowledge completions

Guided Experience Experiments

Product Tours

TestHypothesis
Interactive toursTools like Navattic, Storylane
Tooltip vs. modal guidanceSubtle vs. attention-grabbing
Video tutorialsFor complex workflows
Self-paced vs. guidedUser control vs. structured
Tour lengthShorter vs. comprehensive
Tour triggeringAutomatic vs. user-initiated

CTA Optimization

TestHypothesis
CTA text variationsAction-oriented copy testing
CTA placementPosition within screens
In-app tooltipsFeature discovery prompts
Sticky CTAsPersist during onboarding
CTA contrastVisual prominence
Secondary CTAs"Learn more" vs. primary only

UI Guidance

TestHypothesis
Hotspot highlightsDraw attention to key features
CoachmarksContextual tips
Feature announcementsNew feature discovery
Contextual helpHelp where users need it
Search vs. guidedSelf-service vs. directed

Personalization Experiments

User Segmentation

TestHypothesis
Role-based onboardingDifferent paths by role
Goal-based pathsCustomize by stated goal
Role-specific dashboardsRelevant default views
Use-case questionPersonalize based on answer
Industry-specific pathsVertical customization
Experience-basedBeginner vs. expert paths

Dynamic Content

TestHypothesis
Personalized welcomeName, company, role
Industry examplesRelevant use cases
Dynamic recommendationsBased on user answers
Template suggestionsPre-filled for segment
Feature highlightingRelevant to stated goals
Benchmark dataIndustry-specific metrics

Quick Wins & Engagement Experiments

Time-to-Value

TestHypothesis
First quick win"Complete your first X"
Success messagesAfter key actions
Progress celebrationsMilestone moments
Next step suggestionsAfter each completion
Value demonstrationShow what they achieved
Outcome previewWhat success looks like

Motivation Mechanics

TestHypothesis
Achievement badgesGamification elements
StreaksConsecutive day engagement
LeaderboardsSocial comparison (if appropriate)
RewardsIncentives for completion
Unlock mechanicsFeatures revealed progressively

Support & Help

TestHypothesis
Free onboarding callsFor complex products
Contextual helpThroughout onboarding
Chat supportAvailability during onboarding
Proactive outreachFor stuck users
Self-service resourcesHelp docs, videos
Community accessPeer support early

Email & Multi-Channel Experiments

Onboarding Emails

TestHypothesis
Founder welcome emailPersonal vs. generic
Behavior-based triggersAction/inaction based
Email timingImmediate vs. delayed
Email frequencyMore vs. fewer touches
Quick tips formatShort actionable content
Video in emailMore engaging format

Email Content

TestHypothesis
Subject linesOpen rate optimization
Personalization depthName vs. behavior-based
CTA prominenceSingle clear action
Social proof inclusionTestimonials in email
Urgency messagingTrial reminders
Plain text vs. designedFormat testing

Feedback Loops

TestHypothesis
NPS during onboardingWhen to ask
Blocking question"What's stopping you?"
NPS follow-upActions based on score
In-app feedbackThumbs up/down on features
Survey timingWhen to request feedback
Feedback incentivesReward for completing

Re-engagement Experiments

Stalled User Recovery

TestHypothesis
Re-engagement email timingWhen to send
Personal outreachHuman vs. automated
Simplified pathReduced steps for returners
Incentive offersDiscount or extended trial
Problem identificationAsk what's blocking
Demo offerLive walkthrough

Return Experience

TestHypothesis
Welcome back messageAcknowledge return
Progress resumePick up where left off
Changed stateWhat happened while away
Re-onboardingFresh start option
Urgency messagingTrial time remaining

Technical & UX Experiments

Performance

TestHypothesis
Load time optimizationFaster = higher completion
Progressive loadingPerceived performance
Offline capabilityMobile experience
Error handlingGraceful failure recovery

Mobile Onboarding

TestHypothesis
Touch targetsSize and spacing
Swipe navigationMobile-native patterns
Screen countFewer screens needed
Input optimizationMobile-friendly forms
Permission timingWhen to ask

Accessibility

TestHypothesis
Screen reader supportAccessibility impact
Keyboard navigationNon-mouse users
Color contrastVisibility
Font sizingReadability

Metrics to Track

For all experiments, measure:

MetricDescription
Activation rate% reaching activation event
Time to activationHours/days to first value
Step completion rate% completing each step
Drop-off pointsWhere users abandon
Return rateUsers who come back
Day 1/7/30 retentionEngagement over time
Feature adoptionWhich features get used
Support requestsVolume during onboarding
Quality tested6 tests, 39 assertions verified