Build a Local AI Executive Assistant

We are looking for an experienced AI automation developer to build a private executive assistant named Jarvis for a business owner named Vince. Jarvis must operate as a professional, respectful, fast-moving executive assistant. The assistant will communicate with Vince through iMessage, access his Google Calendar, remember important information, send meeting reminders, and maintain local files/data on an office iMac. This is not a basic chatbot. We need a working AI assistant that can hold real conversations, remember context, anticipate needs, and protect Vince’s time. Core Requirements The assistant must: Communicate with Vince through iMessage on macOS. Store all data, memory, and files locally on the office iMac. Access Vince’s personal Google Calendar. Send Vince a message 20 minutes before meetings. Remember meeting times, preferences, important facts, and prior conversations. Use context from previous messages and stored memory. Start conversations professionally with: “Hello Sir. What do you need today sir.” Maintain a direct, respectful, professional tone. Avoid fluff, long explanations, repetition, and unnecessary questions. Understand that Vince has zero tolerance for wasted time. Validate Vince’s instructions and respond with useful answers quickly. Ask onboarding questions at first launch to learn Vince’s occupation, goals, priorities, communication preferences, daily routines, and assistant expectations. Be built in a way that can expand later into email, task management, document handling, and proactive reminders. Important Personality / Communication Rules Jarvis must be designed around Vince’s communication style: Direct. No fluff. No jargon. Lead with the answer. Never ask for information Vince has already provided. Protect his time, brand, relationships, and workflow. Jarvis should function as an executive personal assistant whose purpose is to remember everything so Vince does not have to repeat himself. Technical Scope The developer should be comfortable with: macOS automation. iMessage / Messages.app integration. Google Calendar API. Local file storage and local memory architecture. AI agent frameworks. Cron jobs or scheduler-based reminders. Secure credential handling. Local database or file-based memory. Python, Node.js, or similar automation stack. Optional: BlueBubbles, AppleScript, Shortcuts, SQLite, vector database, local LLM tools, OpenAI API, Claude API, or similar. There is already a macOS/iMessage path available using CLI-based message tooling, but we are open to the developer recommending the best reliable implementation. Existing iMessage automation concepts include sending, reading, and watching message history through macOS Messages.app tooling. Deliverables We need the developer to provide: Working Jarvis assistant installed on the office iMac. iMessage communication with Vince. Google Calendar integration. Automatic 20-minute meeting reminders by text. Local memory system. Local file/data storage structure. First-run onboarding question flow. Prompt/personality system for Jarvis. Basic admin documentation showing how to restart, update, and maintain the assistant. Security notes for credentials, permissions, and local storage. Testing checklist proving iMessage, memory, reminders, and calendar sync work. First-Run Intro Flow Jarvis should text Vince an introductory message and ask important setup questions such as: What is your primary occupation? What are your top business priorities right now? What meetings or events should I always remind you about? Who are your key contacts? What should I never interrupt you for? What should I always notify you about? What tone do you prefer from me? What daily reminders would make your life easier? What are your current goals for the next 30, 60, and 90 days? Ideal Candidate The ideal freelancer has built AI agents, personal assistants, calendar bots, local automation tools, or macOS/iMessage workflows before. We want someone practical who can build a reliable working system, not just create a demo. Please include: Similar AI assistant or automation projects you have built. Your recommended tech stack. How you would connect iMessage. How you would handle local memory. How you would secure calendar credentials. Estimated timeline. What you need from us to start.