I found comprehensive context from previous analyses:

- **Target Personas**: [Quote top persona + buying journey]
- **Positioning**: [Quote key messaging]
- **Brand Voice**: [Quote tone attributes]
- **Customer Journey**: [Quote funnel stages from GTM plan]
- **Pricing Model**: [Quote trial/freemium structure]

I'll design an email marketing strategy that nurtures prospects through your funnel, activates trials, and retains customers using your brand voice and messaging.

Ready to begin?

I found partial context from previous analyses:

[Quote relevant details]

I have some context but need additional information about your customer journey, product onboarding, and email goals to design comprehensive email marketing.

Ready to proceed?

I'll help you build a comprehensive email marketing strategy.

We'll design:
- Email types (welcome, nurture, promotional, transactional, re-engagement)
- Drip campaigns (onboarding, trial conversion, post-purchase)
- Segmentation strategy (behavioral, demographic, lifecycle)
- Automation workflows (triggers, conditions, actions)
- Copywriting guidelines (subject lines, CTAs, structure)
- Success metrics (open rate, click rate, conversion)

First, I need to understand your product, customer journey, and email goals.

Ready to begin?

What are your primary email marketing goals? (Rank 1-5)

Common goals:
- Lead nurturing (warm up cold leads)
- Trial activation (get trial users to activate/engage)
- Trial conversion (convert free → paid)
- Onboarding (help new customers succeed)
- Retention (reduce churn)
- Upsell/cross-sell (drive expansion revenue)
- Re-engagement (win back inactive users)
- Promotion (drive campaign-specific actions)

**Your Top 3 Goals**:
1. [Goal 1]
2. [Goal 2]
3. [Goal 3]

What's your current email marketing setup?

- **Email Platform**: [e.g., Mailchimp, ConvertKit, Customer.io, Sendgrid, None]
- **List Size**: [# subscribers]
- **Current Campaigns**: [What emails are you sending today?]
- **Current Performance**: [Open rate, click rate, conversion rate if known]
- **Biggest Challenge**: [What's not working?]

If starting from scratch, say "No email program yet."

Walk me through your customer journey stages:

Example:
1. **Awareness**: Visitor lands on website
2. **Consideration**: Downloads lead magnet, subscribes to newsletter
3. **Trial**: Signs up for 14-day free trial
4. **Activation**: Completes onboarding, achieves first value
5. **Conversion**: Upgrades to paid plan
6. **Retention**: Active paying customer
7. **Expansion**: Upgrades to higher tier
8. **Advocacy**: Refers others

**Your Customer Journey Stages**:
1. [Stage 1]: [Description]
2. [Stage 2]: [Description]
3. [Stage 3]: [Description]
[... continue for all stages]

What are the key conversion events you want to drive via email?

Examples:
- "Sign up for free trial"
- "Complete onboarding (add first project)"
- "Invite team member"
- "Upgrade to paid plan"
- "Purchase add-on feature"
- "Renew annual subscription"

**Your Key Conversion Events** (3-5):
1. [Event 1]: [Current conversion rate if known]
2. [Event 2]: [Conversion rate]
3. [Event 3]: [Conversion rate]
4. [Event 4]: [Conversion rate]
5. [Event 5]: [Conversion rate]

Which email types do you need? (Check all that apply)

**Transactional** (system-triggered):
- [ ] Welcome email (first email after signup)
- [ ] Email verification
- [ ] Password reset
- [ ] Receipt/invoice
- [ ] Shipping confirmation
- [ ] Account notifications

**Lifecycle** (behavior-triggered):
- [ ] Onboarding sequence (help new users succeed)
- [ ] Trial nurture (engage trial users)
- [ ] Trial expiration (convert before trial ends)
- [ ] Activation (drive key actions)
- [ ] Engagement (encourage usage)
- [ ] Winback (re-engage inactive users)

**Marketing** (campaign-based):
- [ ] Newsletter (regular content updates)
- [ ] Product announcements
- [ ] Feature launches
- [ ] Promotions/discounts
- [ ] Event invitations
- [ ] Content marketing (blog roundups)

**Retention** (customer success):
- [ ] Check-in emails (how's it going?)
- [ ] Tips and best practices
- [ ] Case studies and social proof
- [ ] Upsell/cross-sell
- [ ] Renewal reminders
- [ ] Feedback requests (NPS surveys)

Which types do you need?

Let's design your **Onboarding Campaign** (sent to new signups/trial users).

**Campaign Goal**: [What should users achieve? e.g., "Complete profile setup and create first project"]

**Campaign Duration**: [How long? e.g., "7 days" or "14 days"]

**Email Cadence**: [How often? e.g., "Day 0, Day 1, Day 3, Day 7"]

**Key Actions to Drive**:
1. [Action 1: e.g., "Complete profile"]
2. [Action 2: e.g., "Invite team member"]
3. [Action 3: e.g., "Create first project"]
4. [Action 4: e.g., "Complete tutorial"]

**Success Metric**: [What defines success? e.g., "40% of trial users complete onboarding within 3 days"]

For your **Onboarding Campaign**, how many emails and what's the sequence?

Example:
- **Email 1** (Day 0 - Immediately after signup): Welcome, set expectations, first action
- **Email 2** (Day 1 - 24 hours later): How-to guide, drive second action
- **Email 3** (Day 3): Social proof, case study, third action
- **Email 4** (Day 7): Check-in, offer help, final nudge

**Your Onboarding Email Sequence**:
- **Email 1** (Timing: [When]): [Purpose/Goal]
- **Email 2** (Timing: [When]): [Purpose/Goal]
- **Email 3** (Timing: [When]): [Purpose/Goal]
- **Email 4** (Timing: [When]): [Purpose/Goal]
[... up to 7 emails]

How should you segment your email list?

**Demographic Segmentation**:
- Company size (1-10, 11-50, 51-200, 200+)
- Industry vertical
- Job title/role
- Geographic location

**Behavioral Segmentation**:
- Product usage (active, inactive, power users)
- Trial status (trial day 1, day 7, day 14)
- Feature adoption (using feature X, not using feature Y)
- Engagement level (opens emails, clicks, never opens)

**Lifecycle Segmentation**:
- Stage (lead, trial, customer, churned)
- Customer tier (free, starter, pro, enterprise)
- Tenure (new customer, 3 months, 6 months, 1 year)

**Which segmentation criteria matter most for your business?**

**Your Top 3 Segmentation Criteria**:
1. [Criterion 1]: [Why this matters]
2. [Criterion 2]: [Why]
3. [Criterion 3]: [Why]

For your key segments, how should messaging differ?

**Segment 1**: [Name, e.g., "New Trial Users (Day 1-3)"]
- **Messaging Focus**: [e.g., "Onboarding, quick wins, reduce friction"]
- **Tone**: [e.g., "Encouraging, helpful, educational"]
- **Primary CTA**: [e.g., "Complete setup"]

**Segment 2**: [Name, e.g., "Active Customers (>6 months)"]
- **Messaging Focus**: [e.g., "Advanced features, upsells, loyalty"]
- **Tone**: [e.g., "Professional, value-focused"]
- **Primary CTA**: [e.g., "Upgrade tier"]

**Segment 3**: [Name, e.g., "Inactive Users (30+ days no login)"]
- **Messaging Focus**: [e.g., "Re-engagement, FOMO, new features"]
- **Tone**: [e.g., "Curious, value-reminder"]
- **Primary CTA**: [e.g., "See what's new"]

[Repeat for 3-5 key segments]

What's your approach to subject lines?

**Subject Line Best Practices**:
- Length: 30-50 characters (mobile-friendly)
- Personalization: Include [First Name]?
- Urgency: Use time-sensitive language? ("Last chance", "Ending soon")
- Curiosity: Tease value without revealing all
- Clarity: Be direct about what's inside
- Emojis: Use sparingly? (depends on brand)

**Your Subject Line Approach**:
- **Style**: [Direct / Curious / Benefit-focused / Question-based]
- **Personalization**: [Yes / No / Sometimes]
- **Emojis**: [Yes / No / Rarely]
- **Testing**: [A/B test subject lines?]

**Example Subject Lines** (3-5):
1. [Subject line for welcome email]
2. [Subject line for trial conversion]
3. [Subject line for feature announcement]
4. [Subject line for winback campaign]
5. [Subject line for newsletter]

What's your standard email structure?

**Recommended Structure**:
1. **Preheader** (50-100 chars, expands on subject line)
2. **Opening** (personalized greeting, set context)
3. **Body** (1-3 paragraphs max, skimmable)
4. **Value/Benefit** (what's in it for them)
5. **Social Proof** (optional: testimonial, stat, logo)
6. **CTA** (clear, single primary action)
7. **Signature** (from a person, not "The Team")
8. **P.S.** (optional: secondary CTA or reminder)

**Your Preferred Structure**:
[Describe your approach - long-form vs short, single CTA vs multiple, etc.]

**Paragraph Length**: [1-2 sentences / 3-4 sentences]
**CTA Style**: [Button / Link / Both]
**Images**: [Heavy imagery / Minimal / Text-only]

What's your CTA strategy?

**CTA Best Practices**:
- Action-oriented verbs ("Start", "Get", "Try", "Join")
- Benefit-focused ("Start Free Trial" vs "Sign Up")
- Create urgency ("Get Started Today" vs "Get Started")
- Single primary CTA (don't confuse with multiple options)
- Repeat CTA 2-3 times in longer emails

**Your CTA Examples** (by email type):
- **Welcome Email**: [CTA text]
- **Onboarding Email**: [CTA text]
- **Trial Conversion**: [CTA text]
- **Feature Announcement**: [CTA text]
- **Winback Email**: [CTA text]

**CTA Design**:
- **Button Color**: [Brand color]
- **Button Size**: [Large / Medium]
- **Button Text**: [Sentence case / Title Case / ALL CAPS]

What automated workflows do you need?

**Trigger-Based Workflows** (event → email sequence):

**Workflow 1**: [Name, e.g., "Trial Signup Workflow"]
- **Trigger**: [User signs up for trial]
- **Condition**: [Check if user has verified email]
- **Action**: [Send onboarding email sequence]
- **Goal**: [40% complete onboarding within 3 days]

**Workflow 2**: [Name, e.g., "Feature Adoption Workflow"]
- **Trigger**: [User creates first project]
- **Condition**: [Check if user hasn't invited team member]
- **Action**: [Send collaboration tutorial email]
- **Goal**: [30% invite team member within 7 days]

**Workflow 3**: [Name, e.g., "Inactivity Re-engagement"]
- **Trigger**: [User inactive for 14 days]
- **Condition**: [Check if paying customer or trial]
- **Action**: [Send winback email with incentive]
- **Goal**: [15% return to product within 7 days]

[Define 3-5 key automated workflows]

For your key workflows, what's the conditional logic?

**Example Workflow**: Trial Conversion (Day 10 of 14-day trial)

**Your Workflow Logic** (for top workflow):
[Describe trigger, conditions, actions, wait times, fallback scenarios]

What's your email deliverability setup?

**Sender Authentication**:
- [ ] SPF record configured (authenticates your domain)
- [ ] DKIM signature enabled (verifies email integrity)
- [ ] DMARC policy set (protects against spoofing)
- [ ] Custom sending domain (emails from mail.yourdomain.com, not ESP)

**Current Status**: [Which are set up? Which need setup?]

**Sender Information**:
- **From Name**: [Who emails come from - person name or company?]
- **From Email**: [Email address - hello@, support@, firstname@]
- **Reply-To**: [Same as From or different?]

How will you maintain list health?

**List Hygiene Practices**:
- **Double Opt-In**: [Yes / No] - Require email confirmation?
- **Unsubscribe**: [One-click / Preference center]
- **Bounce Handling**: [Auto-remove hard bounces after X attempts]
- **Inactive Cleanup**: [Remove subscribers who haven't opened in X months?]
- **Spam Complaint Threshold**: [What's acceptable? Aim for <0.1%]

**Your List Hygiene Plan**:
[Describe approach]

**List Growth Goal**: [Target list size in 90 days]
**Current List Size**: [# subscribers]
**Expected Growth Rate**: [X subscribers/month]

What metrics will you track?

**Deliverability Metrics**:
- Delivery Rate: [Target >99%]
- Bounce Rate: [Target <2%]
- Spam Complaint Rate: [Target <0.1%]

**Engagement Metrics**:
- Open Rate: [Industry avg B2B SaaS: 20-25%, B2C: 15-20%]
- Click-Through Rate (CTR): [Industry avg: 2-5%]
- Click-to-Open Rate (CTOR): [Target: 10-20%]
- Unsubscribe Rate: [Target: <0.5% per email]

**Conversion Metrics**:
- Email → Trial Signup: [Target: X%]
- Email → Product Login: [Target: X%]
- Email → Upgrade: [Target: X%]
- Revenue per Email Sent: [Target: $X]

**What are your baseline and targets?**

| Metric | Current | Target (90 days) |
|--------|---------|------------------|
| Open Rate | [X%] | [Y%] |
| CTR | [X%] | [Y%] |
| Trial Conversion | [X%] | [Y%] |
| Revenue/Email | $[X] | $[Y] |

undefined

Hi [FirstName],

Welcome to [Product]! You're about to [benefit they'll achieve].

Here's what to do first:

[Step 1]: Complete your profile
[Step 2]: [Key action that drives value]
[Step 3]: [Secondary action]

[CTA Button: "Get Started Now"]

Need help? Reply to this email or [link to help center].

[Signature]

P.S. [Secondary message or quick tip]

Hi [FirstName],

Yesterday you [completed action 1]. Nice work!

Here's what [successful customer] did next to [achieve outcome]:

[Short how-to with 3 steps]

[CTA Button: "Try It Now"]

[Optional: Embed video tutorial or GIF]

Questions? Just reply to this email.

[Signature]

Hi [FirstName],

Quick question: Have you tried [Feature] yet?

[Company Name], a [industry] company like yours, used [Feature] to [achieve specific result]:

"[Customer quote testimonial]"
— [Name, Title, Company]

Want the same results?

[CTA Button: "Use [Feature] Now"]

[Signature]

Hi [FirstName],

It's been a week since you joined [Product]. I wanted to check in:

✅ What's working well?
❓ Where are you stuck?

If you haven't yet:
- [Action 1] (helps you [benefit])
- [Action 2] (enables you to [benefit])
- [Action 3] (drives [outcome])

[CTA Button: "Continue Setup"]

Or just reply to this email and I'll personally help you get unstuck.

[Signature]

IF user signed_up_date < 3 days
  AND has_completed_onboarding = FALSE
THEN segment = "New Trial User - Not Activated"
  → Send Onboarding Campaign

IF user signed_up_date 4-14 days
  AND has_completed_onboarding = TRUE
  AND is_paying_customer = FALSE
THEN segment = "Activated Trial User"
  → Send Trial Conversion Campaign

IF user is_paying_customer = TRUE
  AND last_login < 30 days ago
  AND tenure > 6 months
THEN segment = "Active Customer - Established"
  → Send Retention + Upsell Campaign

IF user last_login > 30 days
  AND is_paying_customer = TRUE
THEN segment = "At-Risk Customer"
  → Send Winback Campaign

[Preheader Text] (50-100 characters - expands on subject line)

Hi [FirstName],

[Opening paragraph] (1-2 sentences - set context)
Why you're receiving this email, what's in it for them.

[Body paragraph 1] (2-3 sentences - value/education)
Teach something useful, share insight, provide context.

[Body paragraph 2] (2-3 sentences - benefit/outcome)
What they'll achieve, social proof, specific result.

[CTA] (clear, single primary action)
[Button: "Action-Oriented Text"]

[Closing] (1 sentence - reduce friction)
"Questions? Just reply to this email."

[Signature]
[Name]
[Title]

P.S. [Optional - secondary message or reminder]

TRIGGER: User creates account

→ Wait 0 minutes
→ Send Email: Welcome & First Action

→ Wait 24 hours
→ Check: Has user completed onboarding?
   IF YES: Skip next email, move to Engagement Workflow
   IF NO: Send Email: How-To & Second Action

→ Wait 48 hours (72 hours total from signup)
→ Check: Has user completed onboarding?
   IF YES: Move to Engagement Workflow
   IF NO: Send Email: Social Proof & Third Action

→ Wait 96 hours (Day 7 from signup)
→ Check: Has user been active in past 3 days?
   IF YES: Send Email: Check-In & Advanced Features
   IF NO: Send Email: Check-In & Offer Help

→ End of Onboarding Workflow
→ Move to appropriate next workflow based on user state:
   - Activated user → Engagement Workflow
   - Inactive user → Winback Workflow

TRIGGER: Trial day = 10 AND is_paying_customer = FALSE

→ Check: Has user activated core feature?
   IF YES: Send Email: "Only 4 days left" (value reminder)
   IF NO: Send Email: "Only 4 days left" (activation reminder + value)

→ Wait 48 hours (Day 12)
→ Check: Has user upgraded?
   IF YES: Exit workflow, move to Customer Success Workflow
   IF NO: Send Email: Customer Success Story + Offer

→ Wait 48 hours (Day 14 - Trial expiration day)
→ Check: Has user upgraded?
   IF YES: Exit workflow
   IF NO: Send Email: "Your trial expires today" (final urgency)

→ Wait 24 hours (Day 15 - Trial expired)
→ Check: Has user upgraded?
   IF YES: Exit workflow
   IF NO: Move to Post-Trial Nurture Workflow or Archive

TRIGGER: User days_since_signup > 14 AND has_used_feature_X = FALSE

→ Send Email: "[Feature] helps you [achieve outcome]" (educational)

→ Wait 7 days
→ Check: Has user tried feature X?
   IF YES: Exit workflow
   IF NO: Send Email: "How [Company] uses [Feature] to [result]" (case study)

→ Wait 7 days
→ Check: Has user tried feature X?
   IF YES: Exit workflow
   IF NO: Send Email: "Need help with [Feature]?" (offer support)

→ End workflow (don't over-email)

TRIGGER: Days since last login > 30

→ Check: Is user a paying customer?
   IF YES: Send Email: "We miss you, [Name]" (gentle check-in)
   IF NO: Send Email: "Come back and see what's new" (feature updates)

→ Wait 7 days
→ Check: Has user logged in?
   IF YES: Exit workflow, move to Engagement Workflow
   IF NO: Send Email: "Special offer just for you" (incentive - discount or trial extension)

→ Wait 7 days
→ Check: Has user logged in?
   IF YES: Exit workflow
   IF NO: Send Email: "Final email: Why [Product]?" (last attempt, ask for feedback)

→ Wait 14 days
→ Check: Has user logged in?
   IF YES: Exit workflow
   IF NO: Move to Inactive Archive (pause all marketing emails)

v=spf1 include:_spf.youresp.com ~all

[Generated by your ESP]

v=DMARC1; p=quarantine; rua=mailto:dmarc-reports@yourdomain.com

?utm_source=email
&utm_medium=email
&utm_campaign=[campaign_name]
&utm_content=[email_name]

yourdomain.com/signup?utm_source=email&utm_medium=email&utm_campaign=trial_conversion&utm_content=day10_email

---

I've created your Email Marketing Strategy with [X] campaigns and automation workflows.

**Quality Check**:
- Does the campaign structure match your customer journey?
- Are drip sequences comprehensive and well-timed?
- Is segmentation strategy clear and actionable?
- Any concerns about email frequency or deliverability?

Would you like me to:
1. Refine specific campaign (which one?)
2. Adjust segmentation logic
3. Add more automation workflows
4. Finalize this version

(I can do up to 2 revision passes if needed)

Perfect! Your Email Marketing Strategy is ready.

**Save Options**:
1. Save as: `email-marketing-strategy-[business-name].md`
2. Custom filename
3. Just keep in conversation (I'll remember for downstream skills)

**Next Recommended Skills**:
- **seo-content-planner**: Drive organic traffic that feeds your email list
- **growth-hacking-playbook**: Build growth loops that amplify email-driven activation
- **content-marketing-strategist**: Create content that nurtures email subscribers
- **metrics-dashboard-designer**: Track email performance in unified dashboard

Which filename would you like (or enter custom)?