AI & Automation Intern (Unpaid)

About Jumping Tree Capital Jumping Tree Capital is a holding company that builds, acquires, and scales companies across multiple sectors, including health & longevity, consumer brands, technology, and services. Our portfolio spans early-stage startups through scaled operators, all united by a focus on speed, quality, and disciplined execution. We are intentionally building Jumping Tree as an AI-native operating platform—using modern AI tools to create leverage across every company we run. This role sits at the center of that effort. Role Overview The AI & Automation Intern will work directly with the principals of Jumping Tree Capital and leadership teams across our portfolio to identify, implement, and optimize AI-powered tools and workflows. Your mandate is simple: use AI to create real operational leverage across multiple businesses. This is not a research role. You will be building, shipping, testing, and improving AI workflows that are used in real operations. Key Responsibilities Portfolio-Wide AI Implementation Identify high-leverage AI opportunities across portfolio companies. Research, evaluate, and deploy AI tools for marketing, operations, customer support, analytics, and internal productivity. Configure and optimize LLMs, AI agents, and automation tools for real business use cases. Workflow Design & Automation Map existing workflows and redesign them using AI and automation. Build repeatable systems for tasks such as: Marketing content creation and iteration Customer support drafting and triage Research, analysis, and summarization Internal reporting and decision support Create prompt libraries, agent instructions, and reusable automations that can be shared across companies. Knowledge Systems & AI Readiness Structure internal knowledge bases so AI tools have clean, reliable inputs. Organize brand guidelines, SOPs, examples, and references in AI-friendly formats (Markdown, Notion, etc.). Ensure AI outputs align with each company’s voice, standards, and constraints. Experimentation & Optimization Run fast experiments to test AI performance, quality, and speed. Measure impact (time saved, quality improvements, cost reduction). Continuously refine prompts, tools, and workflows based on results. Documentation & Enablement Clearly document workflows so they can be reused and improved. Create simple internal guides explaining how systems work. Share best practices and discoveries with founders and operators. What We’re Looking For Required Strong interest in AI, automation, and systems thinking. Hands-on experience using LLMs (e.g., ChatGPT, Claude, or similar). Ability to learn new tools quickly and work independently. Clear written communication and structured problem-solving. High ownership mindset and attention to detail. Nice to Have Experience with automation platforms (Zapier, Make, n8n). Familiarity with Notion, Obsidian, or similar knowledge systems. Basic scripting or technical background (Python, JavaScript, APIs). Experience working with startups or fast-moving teams. Prior work building AI agents, prompt frameworks, or internal tools. What You’ll Gain Hands-on ownership of AI systems used across multiple real businesses. Direct exposure to founders, CEOs, and senior operators. Practical experience applying AI to marketing, operations, and strategy. A strong portfolio of implemented AI workflows—not theoretical projects. Potential pathway to future paid work or a full-time role as the platform scales. Who This Is Ideal For A highly motivated, AI-native student or early-career builder. Someone who values real responsibility over formal structure. A self-starter who wants to learn by shipping, not observing. Someone excited by using AI as a force multiplier across businesses. We are specifically looking for people who live at the cutting edge—if you were installing and experimenting with tools like OpenClaw in the first week after launch, this role is for you. How to Apply Please send: A short note explaining why this role interests you and what you want to learn. One or more examples of AI projects or workflows you’ve worked on (personal, academic, or professional). Bonus: a short Loom video (2–5 minutes) demonstrating something you’ve built or automated, explaining the problem it solved and how it works. We care far more about what you’ve actually built than credentials.