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Job Description: • Monetization Strategy: Launch a unified pricing and packaging framework that supports tiered subscriptions, add-ons, and dynamic bundling. • Checkout Revolution: Re-architect the checkout flow to reduce friction, resulting in a measurable lift in conversion and attach rates. • Subscription Lifecycle: Implement a robust "Member Center" allowing entrepreneurs to manage, upgrade, and renew services with zero-touch support. • Experimentation Engine: Partner with Platform Engineering to run weekly A/B tests on pricing, promotions, and upsell triggers. • Revenue Operations: Ensure 100% data integrity between commerce events and financial reporting systems. • AI-Driven Commerce: Deploy AI-powered recommendations in the purchase flow to increase average order value (AOV) based on user intent. Requirements: • Commerce Expertise: You’ve built or scaled complex commerce/billing systems (Stripe, Recurly, or custom-built) at scale. • Strategic Thinking: You don't just build features; you understand unit economics, LTV/CAC ratios, and churn dynamics. • Technical Fluency: You can hold your own in a room of architects. You understand APIs, event-driven architecture, and how data flows through a commerce stack. • Data Obsession: You live in the funnel. You are expert at using SQL, Mixpanel, or Amplitude to find the "why" behind user behavior. • Experimental Mindset: You believe in shipping fast, failing small, and doubling down on winners. • Entrepreneurial Grit: You’ve likely started something yourself or thrived in high-growth, ambiguous environments. • What Will Make You Stand Out: You’ve led a successful migration from a monolithic checkout to a modern, flexible commerce microservice. • You have a strong opinion—backed by data—on the future of AI-agentic commerce. • You can demonstrate how you’ve used AI tools (Claude, ChatGPT, etc.) to accelerate your product discovery and spec-writing process. • You’ve worked in the "Prosumer" or SMB space and understand the unique psychology of the small business owner. Benefits: • Health Care Plan (Medical, Dental & Vision) • Life Insurance (Basic, Voluntary & AD&D) • Virtual Wellness Resources • Work From Home