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Investor Outreach Strategy

This document defines our investor pipeline, targeting, and outreach process for the current round. Objective: Prioritize thesis-aligned firms/angels, structure warm introductions, and track meetings to drive momentum.

Market Reality and Funding Landscape

Current Market Conditions

  • AI VC Appetite: High but selective; capital is concentrated (AI was ~53% of global VC, ~64% of US VC in 2025)
  • Deal Dynamics: Early-stage deals favor sharp execution with differentiated wedges
  • Valuation Environment: Median US SaaS pre-seed is ~$700k; market has "corrected" from 2021 and investors are more picky
  • Geographic Reality: Coming in as a non-Bay, solo founder, YC or equivalent brand meaningfully de-risks for US investors unless you already have a strong network

Pre-Seed/Seed Market Assessment

  • Competition Level: Not easier than 2 years ago; just less dead than 2023
  • Investor Expectations: Focus on traction metrics, team quality, and differentiated positioning
  • Capital Efficiency: Investors favor companies that can demonstrate disciplined spending and learning velocity
  • Timing Advantage: AI governance and cost control becoming critical pain points for growing companies

Y Combinator Application Strategy

Application Approach

  • Mindset: Apply as a "cheap lottery ticket," not "the only doorway to capital"
  • Honest Positioning: Solo founder, pre-MVP status, but with crisp articulation of cross-app wallet + consent layer above gateways
  • Key Elements: Why now, why you specifically, clear wedge, and realistic execution plan
  • Traction Philosophy: Don't over-optimize for traction in 5 days; focus on authentic progress and learning

YC Value Proposition

  • Problem-Solution Fit: Clear articulation of AI cost control and governance problem
  • Market Timing: Alignment with AI adoption acceleration and cost management needs
  • Founder-Market Fit: Solo founder with domain expertise and execution capability
  • Scalability: Clear path to building a meaningful business with defensible moats

Dual-Track Fundraising Approach

Parallel Strategy

  • YC Application: Submit application while pursuing direct angel/VC conversations
  • No Roadmap Distortion: Don't distort product roadmap purely to show artificial traction
  • Authentic Progress: Focus on shipping MVP fast → get 3–5 real design partners → use that traction for both YC and direct investors
  • Real Value Over Vanity: Genuine usage + LOIs matter more than BS vanity metrics

Timeline Coordination

  • Week 1-2: YC application submission and initial angel outreach
  • Week 3-6: Parallel conversations while building MVP and recruiting design partners
  • Week 7-10: Leverage early traction for both YC interviews and investor meetings
  • Week 11-12: Decision making and closing based on best options available

Angel Alignment and Funding Narrative

Angel Investor Profile

  • Target Angels: AI infrastructure/agentic tools focused investors with operational experience
  • Value Alignment: Angels who understand SaaS economics and the importance of cost control
  • Geographic Focus: US-based angels for regulatory simplicity and market access
  • Check Size: $25K-$100K range to complement YC funding or pre-seed rounds

Credit System Value Proposition for Angels

  • COGS Reduction: Prepaid credits system reduces cost of goods sold and improves unit economics
  • Early Pilot De-risking: Credits-based model allows for risk-free pilot programs with potential customers
  • Clear Milestones: Pair credit allocation with specific milestones to demonstrate disciplined spend and learning velocity
  • Usage-Based Validation: Real usage patterns provide concrete data for scaling decisions

Proof Points for Angel Due Diligence

  1. Design Partner Sprint: 3-5 indie apps successfully integrated and using AI Wallet
  2. Budget Enforcement Events: Real-time budget controls preventing cost overruns
  3. Consent Receipt Exports: Demonstrable compliance and governance value
  4. Distribution Directory: Growing directory of "Works with AI Wallet" integrations
  5. Partner Revenue: Evidence of co-marketing success and partner-sourced revenue

Angel Messaging Framework

Public/Partner Message: "Stripe + OAuth for AI" (identity, budgets, consent, directory) Investor Message: Optionality toward a distribution surface above AI gateways Key Principle: Be honest but narrow, not deceptive about capabilities and market position

Investor Pipeline Development

Target Investor Categories

  1. AI Infrastructure Angels: Previous investments in AI tooling, developer platforms
  2. SaaS Operators: Former founders who understand cost control and governance needs
  3. Developer Tool Investors: Thesis-aligned on developer productivity and platform plays
  4. Governance-Focused: Investors with portfolio companies facing AI cost and compliance challenges

Pipeline Building Process

  • Week 1: Research and identify 15-20 target angels with warm intro paths
  • Week 2: Develop investor-specific messaging and reference materials
  • Week 3: Begin warm intro outreach through existing network
  • Week 4-6: Execute outreach cadence with weekly follow-up schedule

Warm Introduction Strategy

  • Network Mapping: Leverage existing connections, portfolio company contacts, advisor networks
  • Mutual Value: Emphasize how AI Wallet can benefit investor's existing portfolio companies
  • Credibility Signals: Reference design partners, technical advisors, early traction
  • Story Hooks: Compelling founder story, market timing, unique insights

Investor Assets and Materials

Core Materials

  1. 5-Slide Pitch Deck: Problem, solution, market, traction, ask
  2. 1-Page Executive Summary: Key points for quick review and sharing
  3. Product Demo: Working prototype with design partner integration
  4. Financial Model: 3-year projection with credit-based revenue model
  5. Reference Letters: From design partners and technical advisors

Supporting Materials

  • Market Research: AI cost control pain point validation
  • Technical Architecture: Security, scalability, and compliance framework
  • Competitive Analysis: Positioning against existing solutions
  • Partnership Pipeline: Evidence of co-marketing opportunities

Due Diligence Preparation

  • Financial Records: Detailed cost structure, unit economics, pricing model
  • Technical Documentation: Security audits, performance benchmarks, API documentation
  • Legal Structure: IP assignments, employment agreements, cap table planning
  • Operational Metrics: Customer acquisition cost, retention rates, partner satisfaction

Outreach Sequence and Pacing

Initial Contact Approach

  • Week 1: 3-5 warm intro emails with concise value proposition
  • Week 2: Follow-up with additional context and meeting request
  • Week 3: Light touch with updates on progress and traction
  • Week 4: Formal meeting request with specific agenda and outcomes

Meeting Structure

  • Discovery Meeting (30 minutes): Background, fit assessment, mutual interest
  • Deep Dive (60 minutes): Product demo, market analysis, business model
  • Due Diligence (90 minutes): Financial review, technical assessment, reference calls
  • Term Discussion (45 minutes): Investment terms, timeline, next steps

Follow-up Cadence

  • Immediate: Thank you email with action items and next steps
  • Week 1: Progress update with concrete milestones achieved
  • Week 2: Additional materials or reference customer introductions
  • Week 3: Final decision timeline and any outstanding questions

Meeting Tracking and Notes

CRM and Pipeline Management

  • Contact Database: Detailed notes on background, interests, portfolio companies
  • Meeting History: Complete record of all interactions and commitments
  • Follow-up Tasks: Automated reminders and action item tracking
  • Status Updates: Clear pipeline stages and probability assessments

Meeting Notes Template

  • Attendees: All participants and their roles
  • Key Discussion Points: Main topics covered and investor concerns
  • Questions Raised: Specific questions that need follow-up or research
  • Next Steps: Clear commitments from both sides
  • Follow-up Date: Specific timeline for next interaction

Decision Tracking

  • Interest Level: High/Medium/Low with specific reasoning
  • Investment Capacity: Check size, timing, and participation appetite
  • Reference Network: Potential warm intros and portfolio synergies
  • Decision Timeline: Expected date for investment decision

Closing Strategy and Terms

Term Sheet Negotiations

  • Valuation Range: Based on traction, market size, and competitive landscape
  • Investment Structure: Equity vs. convertible note considerations
  • Board/Advisor Roles: Adding value beyond capital
  • Information Rights: Reporting cadence and key metrics sharing
  • Legal Counsel: Experienced startup attorney for term sheet review
  • Due Diligence: Organized data room with all key documents
  • Reference Checks: Portfolio companies, customers, and professional references
  • Cap Table Planning: Future dilution modeling and option pool planning

Post-Close Value Creation

  • Network Activation: Leveraging investor connections for partnerships and customers
  • Strategic Guidance: Monthly check-ins and advisory sessions
  • Follow-on Planning: Future round strategy and investor relations
  • Exit Preparation: Long-term value creation and liquidity planning

Risk Mitigation and Contingency Planning

Common Investor Concerns

  • Solo Founder Risk: Advisory board and key employee retention strategy
  • Pre-Revenue Validation: Design partner commitment and usage metrics
  • Competitive Positioning: Moat development and differentiation strategy
  • Market Timing: Evidence of problem urgency and willingness to pay

Contingency Scenarios

  • YC Rejection: Continue with direct angel/VC fundraising using same traction
  • Market Downturn: Focus on capital efficiency and extended runway planning
  • Technical Delays: Pivot to consulting/services revenue while building product
  • Competition Emergence: Accelerated feature development and partnership strategy

Success Metrics and KPIs

Fundraising Metrics

  • Pipeline Velocity: Time from first contact to term sheet
  • Conversion Rates: Meetings to serious interest to term sheets
  • Average Check Size: Target range achievement and investor diversity
  • Round Completion: Timeline adherence and oversubscription management

Investor Relations

  • Communication Quality: Regular updates and transparency in challenges
  • Value Delivery: Beyond capital - introductions, guidance, market insights
  • Portfolio Synergies: Concrete benefits for investor's other investments
  • Follow-on Potential: Interest in future rounds and increased involvement

Source: YC-VCMarket-ExposureRisks-05Nov25-ChatGPTPlus.pdf Source: MVPPlan-CloudCredits-Angels-01Nov25-ChatGPTPlus.pdf