This chapter provides a practical framework for determining when startups are genuinely ready to raise external capital by introducing the 3S assessment model: scalability, sustainability, and structurality. It emphasizes that investment readiness depends on demonstrable present capabilities rather than future promises, guiding founders to identify their North Star Metric—the single most important indicator of value creation—and track stage-appropriate metrics based on their business model (SaaS, marketplace, e-commerce, etc.). The chapter details stage-specific readiness requirements, showing that pre-seed demands functional minimum viable products (MVPs) and early validation, seed requires real traction and initial revenue, while Series A expects scalable operations with proven unit economics and formal governance structures. Through founder testimonials and tactical guidance including monthly 3S audits and gap analysis, it demonstrates how premature fundraising can backfire while strong operational momentum often attracts investor interest organically. The chapter concludes that successful fundraising follows from building investable ventures first, with the RaiiSE Canvas serving as a diagnostic tool to systematically assess and address readiness gaps before approaching investors.