Senior Product Builder Needed to Create an AI-Powered Personal Operating System

# Senior Product Builder Needed to Create an AI-Powered Personal Operating System I’m looking for a senior product-minded engineer or small team to help design and build a private AI-powered personal operating system. This is not a basic note-taking app, chatbot, or collection of automations. The goal is to create one central system that understands everything happening across my work and personal life, keeps the context organized, helps me think, and makes sure important things do not get dropped. Think of it as a combination of: - Evernote or Notion for long-term memory - ChatGPT as a strategic thought partner - Town.com as a deeply personalized assistant - Granola as meeting memory - A CRM for relationships and sales opportunities - A chief of staff for priorities, commitments, and follow-through - A task manager that understands where the tasks came from - A searchable archive of emails, meetings, documents, ideas, and decisions The system should gradually become an all-knowing “Rob OS” that understands my business, relationships, projects, communication style, decisions, priorities, and patterns. ## What I Want the System to Do Information should flow into the system automatically from sources including: - Gmail - Google Calendar - Granola meeting notes and transcripts - Our CRM - Sales decks - Proposals and contracts - PDFs, spreadsheets, and other documents - Slack - ChatGPT conversations - Voice notes - Screenshots - Web links - Notes created directly in the system The system should automatically understand and organize that information. It should identify: - People - Companies - Projects - Sales opportunities - Tasks - Commitments - Decisions - Deadlines - Risks - Open questions - Ideas - Follow-ups - Important changes I should not have to manually tag, file, and organize everything. ## How I Want to Use It I want to be able to ask questions such as: - What should I focus on today? - What am I missing? - What have I promised people this week? - What is waiting on me? - What am I waiting on from someone else? - Which sales opportunities are going cold? - What risks are developing across the company? - What did we decide about this project? - Why did we make that decision? - What has changed since my last conversation with this person? - What objections has this prospect raised? - What patterns are showing up across my sales calls? - Where am I becoming the bottleneck? - What am I avoiding? - Prepare me for my next meeting. - Debrief the meeting I just had. - Draft the follow-up in my voice. - Challenge my thinking on this decision. - Turn this idea into a plan with owners and next steps. The answers must be based on my actual emails, meetings, notes, documents, CRM activity, and prior decisions. Every answer should link back to the original source so I can open the email, meeting, deck, note, or document it came from. ## The User Experience This needs to work well on both desktop and mobile. Capturing information should be nearly effortless. I should be able to: - Forward an email - Record a voice note - Share a screenshot - Upload a deck - Save a link - Drop in a document - Type a quick thought The system should save it immediately and organize it in the background. I also need a real interface where I can browse and search the underlying information. I do not want everything trapped inside a chatbot. The system should include clear views for: - Today - Inbox - Projects - People - Companies - Sales opportunities - Tasks - Decisions - Meetings - Resources - Archive - Search - Ask Rob OS Search needs to be fast and should return the actual notes, emails, meetings, and documents, not only an AI-generated answer. ## The Intelligence Layer The system should do more than summarize information. It should continuously maintain an understanding of what is happening. For example, it should recognize when: - A project is slipping - A prospect’s attitude has changed - A commitment is overdue - A relationship has gone quiet - A deadline has moved - An opportunity is losing momentum - A new risk has appeared - Someone has changed their position - I am contradicting an earlier decision - The same problem keeps happening - I am repeatedly becoming the bottleneck It should be able to act as several different types of partner depending on what I need: - Strategic sounding board - Chief of staff - Sales coach - Leadership coach - Writer and editor - Research assistant - Decision partner - Red team that challenges my preferred answer - Historian that remembers what happened and why I do not want an assistant that simply agrees with me. I want a system that can identify weak thinking, inconsistencies, and blind spots. ## Proactive Support The system should eventually provide: ### Daily Brief A concise view of: - What matters today - Upcoming meetings - Important emails - Commitments due - Tasks that need attention - Opportunities that need movement - Projects at risk - Relationships that need follow-up - Important changes since yesterday - What I can safely ignore ### Meeting Preparation Before a meeting, it should show: - Who I am meeting - Our relationship history - Previous conversations - Open commitments - Relevant emails and documents - Current project or sales context - Questions I should ask - Risks I should be aware of - The outcome I should try to achieve ### Meeting Debrief After a meeting, it should identify: - What happened - What changed - Decisions - Tasks - Commitments - Risks - Opportunities - Follow-up needed - Recommended CRM updates - A draft follow-up email ### Weekly Review It should summarize: - Wins - Misses - Decisions made - Decisions still needed - Projects on track - Projects at risk - Missed commitments - Pipeline movement - Relationship changes - Repeated issues - Recommended priorities for the following week ## Important Product Principles The system must be: - Fast - Simple to use - Highly searchable - Easy to capture information into - Reliable across desktop and mobile - Grounded in original sources - Private and secure - Able to separate personal and business information - Auditable - Reversible when AI makes changes It should not become another giant pile of notes. Every piece of information should have a clear home and should connect to the relevant people, projects, companies, meetings, decisions, and tasks. The AI should organize the system, but it should flag uncertainty rather than confidently filing something incorrectly. ## What I Need From You I am not looking for someone who will immediately start coding from a loose idea. I need someone who can help turn this vision into a well-designed product and then build it. The engagement should begin with: 1. Product definition and prioritization 2. User flows and interface design 3. A clear plan for how information enters and moves through the system 4. Definition of the major objects such as people, companies, projects, meetings, opportunities, tasks, decisions, and commitments 5. A realistic MVP 6. Integration planning 7. Privacy and permissions planning 8. A phased development roadmap 9. A working prototype 10. Production development after the core experience is validated I expect the right person to challenge parts of this idea and recommend simpler or better approaches where appropriate. ## The First Version The first version should likely focus on: - Email - Calendar - Granola - Documents and sales decks - People - Companies - Projects - Sales opportunities - Tasks - Decisions - Commitments - Search - Meeting preparation - Meeting debriefs - Daily briefing - A conversational interface grounded in the underlying information I do not need every possible integration on day one. I would rather build a smaller system that works extremely well than a massive system that feels unreliable. ## Who I Am Looking For The ideal person has experience building products involving several of the following: - AI-powered applications - Personal knowledge systems - Search - Email and calendar integrations - CRM integrations - Meeting intelligence - Workflow automation - Data organization - Productivity software - Executive or enterprise tools - Secure applications containing sensitive information You should be comfortable thinking across product strategy, user experience, system design, and implementation. I am especially interested in senior builders who can work directly with a founder, make strong product decisions, communicate clearly, and independently drive the project forward. This is not a good fit for someone who only wants a detailed list of tickets to execute. ## How to Apply Please include: 1. A short explanation of how you would approach this project. 2. Examples of relevant products or systems you have built. 3. Which parts you would build first and which parts you would delay. 4. The biggest product or technical risks you see. 5. Whether you would handle product design and engineering yourself or work with a team. 6. Your expected availability. 7. Your preferred engagement structure. 8. A rough estimate for the product-definition and prototype phase. Please begin your response with the sentence: “I understand that this is an operating system, not a notes app.” This will help me identify applicants who have read the full description.