PHIL WATSON
AI PRODUCT LEADER GENERATIVE AI PRODUCT STRATEGY & COMMERCIALIZATION
New York, NY 347-***-**** ***************@*****.*** linkedin.com/in/philwatsonnyl EXECUTIVE PROFILE
AI product builder, entrepreneur, and creative-business leader with 25+ years of experience taking concepts from idea through customer-facing execution, including 3+ years focused on generative AI, prompt engineering, AI applications, workflow automation, and product development. Founder-level experience shaping product requirements, user experiences, commercialization, marketing, and operating workflows. Hands-on with LLM-driven applications, AI assistants, APIs, webhooks, automation platforms, SaaS workflows, and production deployment. Brings additional experience from regulated financial-services and insurance environments, with a strong ability to translate technical capabilities into practical customer and business value.
AI PRODUCT & PLATFORM COMPETENCIES
AI Product Strategy Generative AI LLM Applications AI Agents & Assistants Prompt Engineering & Prompt Management Product Roadmaps Product Requirements User Workflows SaaS Product Development AI Automation API & Webhook Integrations Customer Experience Product Commercialization Go-to-Market Strategy Cross-Functional Execution Risk-Conscious Product Thinking Executive Communication Adoption & Enablement KPI / ROI Orientation Agile Iteration SELECTED AI PRODUCT LEADERSHIP
Founder / Product Lead CovPilot New York, NY 2025 - Present
• Lead product direction and hands-on development of CovPilot, an AI-powered business operating platform combining AI receptionist capabilities, communications, customer intelligence, workflow automation, onboarding, billing, and administrative controls.
• Translate business and customer needs into product requirements, staged releases, acceptance criteria, user flows, and production-ready capabilities while preserving system architecture and integration reliability.
• Coordinate product behavior across Vapi AI voice assistants, n8n automation, Twilio communications, Stripe billing/tax, Resend email automation, Google Sheets CRM workflows, GitHub, and Vercel deployment infrastructure.
• Designed tenant-aware provisioning and communications workflows so customer accounts can receive the correct AI assistant behavior, SMS/email routing, onboarding configuration, and service activation.
• Drive iterative product validation through isolated releases, TypeScript/build verification, integration checks, production deployment gates, and post-deployment acceptance testing.
• Develop AI-assisted customer experiences spanning voice, email, SMS, dashboards, demos, lead nurture, onboarding, and conversion workflows, with attention to consent, privacy, security, and regulated-business use cases.
• Own commercialization decisions including packaging, pricing, customer acquisition workflows, demo experiences, recurring-revenue design, and conversion paths.
AI Prompt Engineer & AI Application Developer Independent New York, NY / Remote 2023 - Present
• Design and refine advanced prompts, system instructions, AI workflows, and application behaviors using ChatGPT, Claude, Gemini, Midjourney, DALL-E, and related generative-AI tools.
• Build customer-facing AI and web applications by converting business requirements into structured workflows, interfaces, automation logic, and deployable digital experiences.
• Apply iterative evaluation and testing to improve prompt reliability, output quality, user experience, and business usefulness.
• Created and launched HomeSolutionsToday, a multi-page digital real-estate marketplace, demonstrating end-to-end product ideation, experience design, implementation, and launch.
BUSINESS, PRODUCT & CREATIVE LEADERSHIP
Founder & Creative Director Covalier Branded & SHE by CB New York, NY 2001 - Present
• 25+ years building and directing independent consumer brands, owning product concept, creative strategy, sourcing, positioning, launch planning, customer presentation, and go-to-market execution.
• Translate market and customer insights into product concepts and brand experiences while coordinating multiple stakeholders, suppliers, priorities, and launch timelines.
• Combine creative judgment with commercial decision-making across product development, digital presence, marketing, customer acquisition, and brand growth.
Director LeadsBarrage Brooklyn, NY 2016 - Present
• Lead digital growth initiatives spanning product websites, SEO/PPC, social acquisition, campaign strategy, lead-generation systems, customer workflows, and performance-oriented marketing.
• Connect customer acquisition strategy with digital product experiences and conversion workflows, using business objectives and campaign performance to guide iteration.
Chief Art Director Fantastic Fantasy Multimedia New York, NY 2001 - 2016
• Led multidisciplinary creative and multimedia projects across graphic design, branding, video, and 3D production, translating client objectives into executable project direction and finished deliverables. REGULATED FINANCIAL SERVICES & INSURANCE EXPERIENCE Insurance Agent Globe Life 2026 - Present • FINRA Registered Representative New York Life 2023 - 2025 • Medicare Agent EmblemHealth 2019 - 2023
• Worked directly with consumers in regulated financial-services, insurance, and healthcare-related environments requiring accuracy, suitability awareness, privacy-conscious handling of customer information, and adherence to formal processes.
• Developed experience communicating complex financial and insurance concepts clearly to customers while operating within compliance-sensitive business environments.
TECHNOLOGY
Generative AI: ChatGPT, Claude, Gemini, Midjourney, DALL-E AI/Automation: Vapi, n8n Communications: Twilio, Resend Payments: Stripe Development/Deployment: GitHub, Vercel, Next.js workflows Web: HTML5, CSS3, WordPress Working knowledge: JavaScript, Python, PHP, SQL
Product integration concepts: APIs, webhooks, SaaS workflows, tenant-aware provisioning EDUCATION & PROFESSIONAL DEVELOPMENT
Fashion Institute of Technology (FIT), New York, NY Technical Career Institute (TCI), New York, NY Codecademy - Web Development Brooklyn Technical High School - Graduate