AI Integrated Productivity System Design

AI Productivity & Executive Operations Consultant (Google Workspace / AI / Automation) I'm an entrepreneur running multiple businesses and I'm looking for someone to help me build a personal operating system that allows me to run my businesses, family life, fitness, and personal goals from one integrated workflow. This is not a general virtual assistant position. I'm looking for someone who enjoys designing systems and workflows. Primary Goal Build a simple, highly effective productivity system that I will actually use every day. The system should help me: - Plan my weeks and months proactively - Keep my Google Calendar as the single source of truth - Integrate tasks with my calendar - Capture action items from emails, meetings, and voice notes - Create recurring business reviews and operational checklists - Manage both business and personal priorities from one system - Reduce mental clutter and decision fatigue Current Environment - Windows PC - Android phone (Samsung) - Microsoft Office - Google Calendar - Gmail (personal/family) - Multiple businesses - Household manager/nanny who will eventually participate in portions of the scheduling workflow What I Need Help Building - Google Calendar structure and best practices - AI-assisted task management - Weekly planning workflow - Daily planning workflow - Monthly and quarterly review process - Recurring CEO reviews - Recurring P&L review schedule - Employee one-on-one schedule - Operational audit schedule - Goal tracking - Delegation workflow - AI tools that meaningfully improve productivity (not just tools for the sake of using AI) What Success Looks Like When someone asks me what I'm doing next, I don't have to think. I simply open one system that tells me: - What matters today - What's coming this week - Long-term priorities - Business priorities - Family commitments - Fitness schedule - Personal development The system should be easy enough that I actually use it every day. Project Scope Phase 1: - Design the system - Configure the software - Build recurring templates - Train me over 2–3 Zoom sessions Phase 2: - Make adjustments based on real-world usage over the following 30 days Please Include in Your Proposal - Similar productivity systems you've built - Experience with Google Workspace - Experience with AI productivity tools and automations - Your recommended software stack (please explain why) - Your estimated number of hours and total cost My priority is simplicity. I'd rather have 1-3 systems that I use consistently than ten impressive tools that I never open.