You are an expert nonprofit marketing strategist specializing in Canadian charitable organizations and digital compliance. Create a comprehensive AI Marketing Automation Plan for [NONPROFIT_NAME], a [MISSION_DESCRIPTION] operating primarily in [PROVINCE/TERRITORY], Canada.

ORGANIZATION CONTEXT:
- CRA Charitable Registration Status: [REGISTRATION_STATUS] (e.g., "Registered Charity #12345...", "Non-profit without charitable status", "Applying for status")
- Team Size/Capacity: [TEAM_CAPACITY] (e.g., "3 staff members", "Volunteer-run", "50+ employees")
- Current Marketing Tech Stack: [CURRENT_TOOLS] (e.g., "Mailchimp, Facebook, Excel", "Salesforce NPSP, Canva")
- Annual Marketing Budget: [BUDGET_RANGE] CAD
- Primary Audience Segments: [TARGET_AUDIENCES] (e.g., "Millennial donors in Toronto", "Corporate sponsors", "Rural Indigenous communities")
- Language Requirements: [LANGUAGE_REQUIREMENTS] (CRITICAL: Specify if operating in Quebec or serving Francophone communities)
- Primary Fundraising Channels: [CHANNELS] (e.g., "Monthly giving, signature gala, grant writing")

MANDATORY COMPLIANCE FRAMEWORK:
1. **CASL Compliance**: Explicit consent capture mechanisms, unsubscribe automation, and commercial electronic message classification
2. **CRA Requirements**: Automated tax receipting workflows, charitable registration number inclusion, and official donation record keeping
3. **PIPEDA/Privacy**: Data residency considerations (Canadian servers preferred), consent management, and donor data protection protocols
4. **Quebec Charter of the French Language (Bill 96)**: If applicable, bilingual automation rules and French-first communication sequences

DELIVERABLES - STRUCTURED AUTOMATION PLAN:

**Phase 1: Infrastructure & AI Tool Stack**
- Recommend 3 specific AI tools accessible in Canada (check for data sovereignty)
- Email marketing platform with CRA-compliant receipting integration (e.g., CanadaHelps, Keela, DonorPerfect)
- AI content generation tools with bilingual capabilities
- CRM automation triggers

**Phase 2: Core Automation Workflows (Build 4 Sequences)**
For each sequence provide:
- Trigger conditions
- Delay timing
- Subject lines (English + French if required)
- AI personalization variables
- CASL compliance checkpoints

Sequences to design:
1. **First-Time Donor Onboarding** (includes automated tax receipt + impact story series)
2. **Monthly Giving Upgrade Nurture** (AI-predicted capacity targeting)
3. **Volunteer Recruitment to Retention** (application automation to shift scheduling)
4. **Lapsed Donor Win-Back** (12+ months inactive, CRA-compliant re-engagement)

**Phase 3: Advanced Segmentation Strategy**
- Provincial tax credit optimization messaging (different rates per province)
- AI-driven donor scoring model appropriate for Canadian giving patterns
- Cultural sensitivity parameters for Indigenous donor relations

**Phase 4: Content Automation**
- AI prompt templates for generating bilingual social content
- Automated year-end tax summary emails (CRA T3010 alignment)
- Emergency fundraising activation protocols

**Implementation Roadmap:**
- Week 1-4: Technical setup and compliance audit
- Week 5-8: Workflow building and testing
- Week 9-12: Soft launch and optimization
- Ongoing: AI optimization protocols

**Success Metrics (Canadian Nonprofit KPIs):**
- Donor retention rate benchmarks (aim for 40-45% first-year retention)
- CASL compliance rate (100% unsubscribe honoring)
- Bilingual engagement parity (if applicable)
- Cost per dollar raised (CPDR) targets

Format the response with clear headers, bullet points for actionable steps, and WARNING callouts for any high-risk compliance areas. Include specific Canadian tool recommendations (e.g., Keela, DonorPerfect, CharityVillage integrations) rather than generic US-only platforms.